Category: chlorides-buliding-blocks

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 39989-43-0, name is 3,5-Dichlorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C7H7Cl2N

Dichlorobenzylamine (117 mg) was added to a solution of intermediate 36 (180 mg) in drydichloroethane (5 mL) under a Nitrogen atmosphere. After stirring for 1 h at r. t. NaBH (OAc) 3 (169 mg) was added and the resulting mixture was stirred at r. t. overnight. Then it was diluted with DCM, washed with an aqueous saturated sodium hydrogen carbonate solution, dried and concentrated in vacuo to give a crude oil, which was purified by flash chromatography (Biotage Flash 25M, CH/AcOEt 4: 1). The two fractions corresponding to products with Rf=0.36 and Rf=0.50 (CH/AcOEt 1: 1, detection with ninhydrine) were collected to give, after evaporation, an oil (40 mg) which was then dissolved, under a Nitrogen atmosphere, in dry MeOH (5 mL) and to which sodium methoxide (4.5 mg) was added. The mixture was refluxed for 5 h, then it was allowed to cool to r. t. and solvent was removed in vacuo. The residue was dissolved in AcOEt, washed with an aqueous saturated sodium hydrogen carbonate solution, dried and concentrated in vacuo. The crude product thus obtained was purified by flash chromatography (CH/AcOEt 9: 1) to give the title compound (35 mg) as a colourless oil. T. I. c.: CH/AcOEt 1: 1, Rf=0.5 (detection with ninhydrine). NMR(CDCI3) :6 (ppm) 7.31 (dd, 2H); 7.2 (t,1H) ; 6.98 (t, 2H); 6.83 (d, 2H); 4.25 (d,1H) ; 4.04 (d, 1H) ; 3.76 (b, 2H); 3.01 (td, 1H) ; 2.88 (m, 1H) ; 2.82 (bm, 1H) ; 2.63 (dd, 1H) ; 2.41 (b, 1H) ; 2.18 (bd, 1H) ; 2.05-2. 15 (m, 2H); 1.94 (b, 1H) ; 1.81 (b, 1H) ; 1.69 (m, 1H) ; 1.4 (s, 9H). MS (ES/+): m/z=543 [M+Na] +.

The synthetic route of 39989-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/49600; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 7781-10-4, Computed Properties of C7H6ClN3

A mixture of (5)-tert-butyl (2,4-dimethyl- 1 -(4-(4,4,5,5-tetramethyl- 1,3,2- dioxaborolan-2-yl)-2-(trifluoromethyl)phenoxy)pentan-2-yl)carbamate (prepared as described in Example 255, Parts A and B) (99 mg, 0.197 mmol), 4-chloro-7-methyl- 7H-pyrrolo[2,3-dlpyrimidine (synthesis previously described I Med. Chern., 2012,55, 7193) (30 mg, 0.179 mmol), Pd(Ph3P)4 (10.34 mg, 8.95 imol) and 2M aq. solution of potassium phosphate (0.269 mL, 0.537 mmol) in 1,4-dioxane (4 mL) was purged with nitrogen and heated at 100 C for 12h. The reaction mixture was diluted with ethyl acetate (25 mL) and filtered through diatomaceous earth. The filtrate was concentrated under reduced pressure to obtain cmde residue. The residue waspurified by silica gel chromatography (5-10% ethyl acetate in hexanes) to afford (5)- tert-butyl (2,4-dimethyl- 1 -(4-(7-methyl-7H-pyrrolo[2,3-djpyrimidin-4-yl)-2 (trifluoromethyl)phenoxy)pentan-2-yl)carbamate (80 mg, 0.115 mmol, 64% yield) asbrown gummy solid. LCMS (ESI) rn/c 507.3 [(M+H), calcd for C26H33F3N403 507.21; LC/MS retention time (method B): tR = 1.06 mm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (318 pag.)WO2017/59080; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 6223-78-5, name is 2,5-Dichloro-2,5-dimethylhexane, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H16Cl2

(1) Synthesis of 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-methylnaphthalene (b) The synthesis process is as set forth in the chemical reaction formula below. Into anhydrous toluene (10 mL) were added aluminum chloride (200 mg, 1.5 mmol), 2,5-dichloro-2,5-dimethylhexane (4.70 g, 25.7 mmol) followed by stirring at room temperature for 24 hours. The reaction solution was poured into cold water and extracted by ethyl acetate. The organic layer was washed by water, a saturated sodium hydrogen carbonate aq. solution, and a saturated saline solution, dried over magnesium sulfate, and concentrated under reduced pressure. The yield was 4.90 g (94%). 1H-NMR (500 MHz, CDCl3) delta 7.20 (d, 1H, J=8.0 Hz), 7.10 (d, 1H, J=1.2 Hz), 6.95 (dd, 1H, J=6.5, 1.2 Hz), 2.29 (s, 3H), 1.67 (s, 4H), 1.28 (s, 6H), 1.26 (s, 6H).

The synthetic route of 6223-78-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Baba, Masanori; Hashimoto, Yuichi; US2011/172185; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 53531-69-4, A common heterocyclic compound, 53531-69-4, name is (4-Bromophenyl)methanesulfonyl chloride, molecular formula is C7H6BrClO2S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of (4-bromo-phenyl)-methanesulfonyl chloride (1.4 g, 5.2 mmol) in DCM (20 mL) at room temperature was added pyridine (1.26 mL, 15.6 mmol) followed by 3-chloroaniline (1.1 mL, 10.4 mmol) and the reaction was stirred at room temperature for 3 hours. 1 M aqueous HCl was added and then extracted with DCM, filtered through a separator, concentrated, dry loaded onto silica and purified by silica gel column chromatography (0-100% DCM in cyclohexane) to give C-(4-bromo-phenyl)-N-(3-chloro-phenyl)-methanesulfonamide (0.61 g, 1.68 mmol). 1H NMR (300 MHz, CDCl3): delta 7.49 (d, 2H), 7.26 (m, 1H), 7.13-7.15 (m, 4H), 6.96-6.98 (m, 1H), 6.31 (s, 1H), 4.31 (s, 2H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; GENENTECH, INC.; Fauber, Benjamin; Rene, Olivier; Bodil van Niel, Monique; Gaines, Simon; Killen, Jonathan; Ward, Stuart; US2014/163024; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 93-50-5,Some common heterocyclic compound, 93-50-5, name is 4-Chloro-2-methoxyaniline, molecular formula is C7H8ClNO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Preparation 38; 3-Biphenyl-4-yl-4-(4-chloro-2-methochiyphenyl)-5-methyl-4/-/-1 ,2,4-triazole; A mixture of 2-biphenyl-4-yl-5-methyl-1 ,3,4-oxadiazole [(1g, 4.2mmol), Bioorganic & Medicinal Chemistry, 2002, 10, 1905], the product of preparation 37 (800mg, 5.04mmol) and para-toluenesulfonic acid (200mg) in xylene (2OmL) was heated at 15O0C for 10 hours. Further para-toluenesulfonic acid (100mg) was added at regular intervals, until all of the starting material was consumed. After heating at 15O0C for 4.5 hours, the reaction mixture was diluted with 2M hydrochloric acid, extracted with ethyl acetate and concentrated in vacuo. The residue was purified by column chromatography on silica gel, eluting with EPO dichloromethane:methanol:0.88 ammonia, 98:2:0.2. The appropriate fractions were evaporated under reduced pressure and the residue was triturated with ethyl acetate (x3) to afford the title compound as a pale brown solid in 51% yield, 860mg.1HNMR(400MHz, CDCI3) delta: 2.30(s, 3H), 3.74(s, 3H), 7.04-7.10(m, 3H), 7.32-7.57(m, 9H); LRMS APCI m/z 376 [M+H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-2-methoxyaniline, its application will become more common.

Reference:
Patent; PFIZER LIMITED; WO2006/100588; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 13726-14-2, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 13726-14-2, name is 4-Chloro-3-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: N-Benzylpiperidone (1 g, 5.2 mmol, 1 equiv), 3, 4 difluoroaniline (0.52 mL, 5.2 mmol, 1 equiv) and sodium sulfate (3.7 g, 26.4 mmol, 5 equiv) were suspended in dichloromethane (20 mL). Sodium triacetoxyborohydride (1.3 g, 6.33 mmol, 1.2 equiv) was added and the reaction mixture was stirred at room temperature overnight. Aqueous sodium hydrogen carbonate was added followed by stirring for 30 min. The reaction mixture was extracted with dichloromethane and the combined organic phases were washed with brine, dried over sodium sulfate, filtrated and concentrated in vacuo. The residue obtained upon evaporation of solvent was chromatographed over silica gel and eluted with 35% ethyl acetate/hexane to give the 26 as a light yellow colored solid (1.2 g, 75% yield).

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-3-methoxyaniline. I believe this compound will play a more active role in future production and life.

Reference:
Article; Deekonda, Srinivas; Wugalter, Lauren; Kulkarni, Vinod; Rankin, David; Largent-Milnes, Tally M.; Davis, Peg; Bassirirad, Neemah M.; Lai, Josephine; Vanderah, Todd W.; Porreca, Frank; Hruby, Victor J.; Bioorganic and Medicinal Chemistry; vol. 23; 18; (2015); p. 6185 – 6194;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 13918-92-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Compound 11a (800 mg,2.0 mmol) was dissolved in 10 ml ethyl acetate and then 9 N HCl(5 ml) was added, the reaction mixture was stirred for 30 min at roomtemperature, the reaction solvent was neutralized by NaHCO3 topH=8, 50 ml ethyl acetate and 30 ml H2O was added, after stirredadequately, the organic layer was separated, and concentrated, andthen the crude product was purified by silica gel columnchromatography using a mixture solvent of dichloromethane:methanol (20:1), to give white powder (540 mg); Above whitepowder (150 mg, 0.5 mmol) was dissolved in THF (10 ml),iodomethane (107 mg, 0.75 mmol) and triethylamine (0.5 ml) wereadded in the solvent. After the reaction mixture was stirred for 1 h at room temperature, the solvent was concentrated, the residues was purified by silica gel column chromatography using a mixture solvent ofdichloromethane: methanol (40:1), to give (12aa) Yield 49%, White powder.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2,4-Difluorobenzene-1-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Min; Jiang, Li; Tao, Jia; Pan, Zhaoping; He, Mingyao; Su, Dongyuan; He, Gu; Jiang, Qinglin; Bioorganic and Medicinal Chemistry; vol. 27; 11; (2019); p. 2268 – 2279;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 6775-78-6, These common heterocyclic compound, 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

3. 3-Bromo-6-chloro-imidazon , 2-blpyridazine (5)[0140] The 6-Chloro-imidazo[1 ,2-b]pyridazine (4) (500 mg, 0.0032 mol) was taken in glacial acetic acid (5 ml) and bromine (0.4 ml) was added slowly at room temperature. After 20 minutes, solid precipitated out and was filtered. The solid was washed with ether (3 x 15 ml) and dried under air to give 3-Bromo-6-chloro-imidazo[1 ,2-b]pyridazine (5) (400mg, yield = 60%).

The synthetic route of 6775-78-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUPERGEN, INC.; WO2008/58126; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 26487-67-2,Some common heterocyclic compound, 26487-67-2, name is 1-(2-Chloroethyl)azepane hydrochloride, molecular formula is C8H17Cl2N, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of 1,1-bis(4-hydroxyphenyl)-2-hexyloct-1-ene (40.0 mg, 0.105 mmol) in DMF (1.80 mL) at 0 °C was added 55percent sodium hydride (dispersion in paraffin liquid, 36.7 mg, 0.841 mmol). The reaction mixture was stirred for 1 h at 50 °C and then N-(2-chloroethyl)hexahydro-1H-azepine hydrochloride (68.7 mg, 0.347 mmol) was added in portions at room temperature. After the reaction mixture had been stirred for 3 h at 50 °C, saturated aqueous ammonium chloride was added at 0 °C. The mixture was extracted with dichloromethane and the organic layer was dried over sodium sulfate. After filtration of the mixture and evaporation of the solvent, the crude product was purified by thin layer chromatography on silica (eluant; ammoniacal chloroform/methanol = 9/1) to afford RID-F-S*24 (compound 16) (57.4 mg, 87percent) as a pale yellow oil

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(2-Chloroethyl)azepane hydrochloride, its application will become more common.

Reference:
Article; Hasegawa, Makoto; Yasuda, Yukari; Tanaka, Makoto; Nakata, Kenya; Umeda, Eri; Wang, Yanwen; Watanabe, Chihiro; Uetake, Shoko; Kunoh, Tatsuki; Shionyu, Masafumi; Sasaki, Ryuzo; Shiina, Isamu; Mizukami, Tamio; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 290 – 305;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 2533-69-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step E4-[(4, 6- dicyclopropyl- 7-m ethyl- 1 H-benz imidazol-2-yl)carbon yl]-1-(trans-4- hydroxycyclohexyl)-2- piperazinone[00278] 4, 6-dicyclopropyl-3-methyl-1 , 2-benzenediamine (167 mg, 0.826 mmol) was dissolved in acetic acid (10 ml) before methyl 2,2,2-trichloromethylacetimidatate (0.146 ml, 1.16 mmol) was added drop-wise. The mixture was stirred at room temperature until the reaction was complete (~3 hours). The reaction was diluted with ethyl ether and then water added. The mixture was extracted 2 times with ethyl ether. The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated. The residue was dissolved in acetonitrile (5 ml) before water (1.7 ml) was added. 1-(trans-4-hydroxycyclohexyl)-2-piperazinonehydrochloride (370 mg, 1.58 mmol) was added followed by drop-wise addition of potassium carbonate (4M) (0.789 ml, 3.15 mmol). The mixture was stirred for 1 hour. LC-MS showed none of the amide product, but the 2-carboxylic acid was observed. The reaction was concentrated and N,N-dimethylformamide (3 mL) added to the residue. N,N- diisopropylethylamine (0.551 ml, 3.15 mmol) was added followed by N-[(dimethylamino)(3H- [1 ,2,3]triazolot4,5-b]pyridin-3-yloxy)methylidene]-N-methylmethanaminium hexafluorophosphate (HATU) (360 mg, 0.946 mmol). The mixture was stirred for 2 hours and quenched with brine. The mixture was extracted 3 times with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated. The residue was purified by silica chromatography eluting with a gradient of 0% to 10% methanol in dichloromethane.Fractions were concentrated to leave the title compound (62 mg, 18%) as a white solid. LCMS: m/z 437 (M+1).

The synthetic route of Methyl 2,2,2-trichloroacetimidate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; BANKA, Anna; CATALANO, John G; FANG, Jing; PEAT, Andrew James; TAI, Vincent; TURNER, Elizabeth; WO2011/97491; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics