Author: Jessica.F

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 924818-16-6 as follows. Quality Control of (5-Chloro-2,4-difluorophenyl)methanamine

10489] A 50-mE 1-neck round bottom flask was charged with reactant 15-A (0.015 g, 0.047 mmol, the synthesis of 15-A is described in example 41), (5-chioro-2,4-difluorophe- nyl)methanamine (0.009 g, 0.05 mmol), DIPEA (0.06 g, 0.47 mmol) and HATU (0.035 g, 0.09 mmol) in DCM (3 ml). The reaction mixture was stirred at room temperature for 1 hout The reaction mixture was concentrated down, re-dissolved in EtOAc (50 mE), washed with saturated NaHCO3 twice, washed with saturated NH4C1 and dried over Na2 SO4. After concentration, the crude was purified by column chromatography on silica gel with hexane-EtOAc to obtain 15-B. ECMS-ESI (mlz): [M+H]. found: 483.

According to the analysis of related databases, 924818-16-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gilead Sciences, Inc.; Bacon, Elizabeth M.; Cai, Zhenhong R.; Cottell, Jeromy J.; Ji, Mingzhe; Jin, Haolun; Lazerwith, Scott E.; Morganelli, Philip Anthony; Pyun, Hyung-jung; (101 pag.)US2016/176870; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 36556-42-0, name is 1-Chloro-2,3,4-trifluorobenzene, 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 36556-42-0, Quality Control of 1-Chloro-2,3,4-trifluorobenzene

The amine mother liquor, together with the production residues from the initial batch, is made up with 299.7 g (1.8 mol) of 4-chloro-1,2,3-trifluorobenzene and 4.1 g of 5% Pd/C (50% water-moist) and, analogously to the initial batch, is reductively dechlorinated and worked up correspondingly. The production residues resulting from the fractionation (forerunnings, intermediate runnings and residues from distillation) are recycled without further pretreatment to the subsequent batch. Conversion: 98.1% (by GC) Yield: 231.0 g (1.75 mol) of 1,2,3-trifluorobenzene 97.2% based on the 4-chloro-1,2,3-trifluorobenzene employed. Purity: >99.9 (GC area-%) 1,2,3-trifluorobenzene

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, 1-Chloro-2,3,4-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoechst Aktiengesellschaft; US5498807; (1996); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 3260-88-6, name is 2-Methyl-3-chloroanisole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Methyl-3-chloroanisole

A mixture of Scheme 48 compound 1 (20.0 g, 128.0 mmol), N-bromo succnimide (26.1 g, 146.0 mmol) and AIBN (210 mg, 1.3 mmol) in dry CC14 (200 mL) was heated to 100 C under nitrogen atmosphere for 3 h. After TLC showed the starting material was completely consumed, the reaction mixture was cooled to RT and filtered through a pad of celite. The filtrate was dried over Na2S04 and concentrated to give a residue which was purified by flash chromatography on silica gel (eluting with petroleum ether/EtOAc 100/0 gradually increasing to 80/20) to give Scheme 48 compound 2 (20 g, 66%) as a brown liquid. MS [ESI, MH+] = 234.94.

The synthetic route of 3260-88-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.; WO2014/52365; (2014); A1;,
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Application of 1206825-03-7, 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. 1206825-03-7, name is 4-Chloroimidazo[2,1-f][1,2,4]triazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 4: 3-((3R,4R)-3-(Imidazo[l,2^] [l,2,4]triazin-4-yl(methyl)amino)-4-methylpiperidin- l-yI)-3-oxopropanenitrile (34)34 To a solution of 4-chloroimidazo[l,2-/J[l,2,4]triazine (33) (0.23 mg, 1 mmol) and 3-((3i?,4i?)-4-methyl-3-(methylamino)piperidin-l-yl)-3-oxopropanenitrile (21) (0.15 g, 1 mmol) in dioxane water (3:8 mL) was added NaHCO3 (0.084 g, 1 mmol). The mixture was heated in a microwave at 100 0C for 30 min and concentrated in vacuum. The residue obtained was purified by flash column chromatography (silica gel 12 g, eluting with 0-20% CMA-80 in chloroform) to furnish 3-((3/?,4i?)-3-(Imidazo[ 1 ,2-/J [ 1 ,2,4]triazin-4-yl(methyl)amino)-4-methylpiperidin- 1 -yl)-3- oxopropanenitrile (34) (0.05 g, 16%) as an off-white solid; mp 72.0 0C. 1H NMR (300 MHz, DMSO) delta 8.11 (s, IH), 8.05 (s, IH), 7.62 (s, IH), 6.45-5.73 (m, IH), 4.08 (s, 2H), 3.87 (s, 3H), 3.40 (s, 3H), 2.47-2.34 (m, IH), 1.89-1.50 (m, 2H), 1.01 (s, 3H); MS 314.1 (100%, M+l, ES^).

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, 4-Chloroimidazo[2,1-f][1,2,4]triazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; CHAND, Pooran; KOTIAN, Pravin, L.; KUMAR, V., Satish; WO2010/14930; (2010); A2;,
Chloride – Wikipedia,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 202865-57-4 as follows. Computed Properties of C6H2BrCl2F

EXAMPLE 21 2-[3-(3-Bromo-2,5-dichloro-phenoxy)4-ethyl-phenyl]-N-(4-sulfamoyl-phenyl)-acetamide (I-35) step 1-To a solution of 12a (0.450 g; 2.160 mmol) and NMP (5 mL) was added K2CO3 (0.896 g; 6.48 mmol) and 1-bromo-2,5-dichloro-3-fluoro-benzene (0.580 g; 2.38 mmol). The reaction was heated to 120 C. and monitored by TLC. After 8 h the reaction was cooled to RT and 10% HCl was added. The mixture was extracted with EtOAc and the combined extracts were washed with H2O and brine. The extracts were dried (Na2SO4), filtered and evaporated. The crude product was purified by SiO2 chromatography eluding with a gradient of hexane/EtOAc (100:0 to 60:40) to afford 146. steps 2 and 3-Hydrolysis and formation of the acid chloride were carried as described in step 7and 8 of Example 1 and used without additional purification. step 4-The acid chloride from step 3 (0.112 mmol) was dissolved in acetone (1 mL) and the flask was purged with nitrogen. NaHCO3 (0.019 g; 0.224 mmol) was added followed by 4-amino-benzenesulfonamide (0.019 g; 0.112 mmol) and water (2 mL). The mixture was sonicated for 5 min and allowed to stir for 12 h at RT. The reaction mixture was filtered and the crude product was washed sequentially with water and diethyl ether to afford I-35. Compound I-36 was prepared in the same manner except 4-amino-benzenesulfonamide was replaced with 4-amino-3-methyl-benzenesulfonamide. Compound I-37 was prepared in the same manner except 4-amino-benzenesulfonamide was replaced with 2-chloro-phenylamine.

According to the analysis of related databases, 202865-57-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Roche Palo Alto LLC; US2005/239880; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 928-50-7,Some common heterocyclic compound, 928-50-7, name is 5-Chloropent-1-ene, molecular formula is C5H9Cl, 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.

In an oven-dried two-neck round-bottom flask equipped with a condenser and a magnetic stirrer were successively added oxime1b(193 mg, 0.92 mmol), xanthate20(75 mg, 0.46 mmol) and the desired chloroolefin21b(202 mg, 1.93 mmol) in benzene (5 mL). Argon was then bubbled directly into the flask for 30 min. (Bu3Sn)2(0.3 mL, 0.58 mmol) was then injected and the flask was heated to 60C. After 5min., DTBHN was added. After total consumption of the starting material, the resulting mixture was concentrated in vacuo and purified by silica gel chromatography (Petroleum ether/EtOAc 90-10->80:20) to afford the desired product22bas a yellow oil (63 mg, 52%).Rf = 0.32 (Petroleum ether/EtOAc90:10)IR (neat, NaCl)nmax(cm-1) 2953, 2247, 1453, 1378, 1248, 1144, 1089, 1004, 837.1H-NMR (300 MHz, CDCl3)delta(ppm) 7.23 (d,J= 7.5 Hz, 1 H), 5.04(s, 2 H), 3.63 (t,J= 8.3 Hz, 2 H), 3.50 (t,J= 6.4 Hz, 2 H), 2.47-2.27 (m, 3 H), 1.87-1.49 (m, 6 H), 0.90 (t,J= 8.3 Hz, 2 H), -0.02(s, 9 H).13C-NMR (75 MHz, CDCl3)delta(ppm) 152.6, 119.0, 96.7, 66.0, 44.9, 38.6, 29.6, 29.5, 28.1, 17.9, 14.9, -1.5.HRMS (ESI) calcd for C14H27ClN2O2SiNa [M+Na+]:341.1422,found:341.1431.

The synthetic route of 928-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Landais, Yannick; Robert, Frederic; Godineau, Edouard; Huet, Laurent; Likhite, Nachiket; Tetrahedron; vol. 69; 47; (2013); p. 10073 – 10080;,
Chloride – Wikipedia,
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Application of 348-65-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 348-65-2 name is 5-Chloro-2,4-difluoroaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

In a 500 mL two-neck round-bottomed flask equipped with magnetic stirrer, 5-chloro-2,4-difluoroaniline (10 g,61 mmol, 1 eq) was dissolved in DCM (150 mL, HPLC grade). Then, prop-2-ynoic acid (5.5 g, 78 mmol, 1.3 eq) wasadded dropwise (the salt of the amine appeared). Next EDC·HCl (14 g, 78 mmol, 1.3 eq) was added in several portions(during the addition the reaction flask was cooled in an ice bath to maintain the room temperature. After full addition ofEDC·HCl, the reaction mixture was stirred for an additional 1 h at room temperature. After that time 150 ml of water wasadded and the mixture was transferred into a separatory funnel. The phases were separated. The water phase wasextracted twice with the DCM (2 x 100 mL). The organic fractions were combined, washed with brine, dried over MgSO4and concentrated to approximately 50 ml in vacuo, resulting a thick suspension. The solids were filtered and dried tofurnish 8 g of cream crystals. The filtrate was concentrated and then purified by flash chromatography (n-hexane/AcOEt;8:1 ? 5:1) giving additional 4.4 g of the amide C-6F. As a result, expected amide C-6F was obtained as a cream solid(12.4 g, 94 % yield, 100 % purity according to UPLCMS analysis).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-2,4-difluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; Adamed sp. z o.o.; FEDER, Marcin; MAZUR, Maria; KALINOWSKA, Iwona; JASZCZEWSKA, Joanna; LEWANDOWSKI, Wojciech; WITKOWSKI, Jakub; JELEN, Sabina; WOS-LATOSI, Katarzyna; (56 pag.)EP3511334; (2019); A1;,
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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. 60956-24-3, name is 1,2-Dibromo-4-chlorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1,2-Dibromo-4-chlorobenzene

General procedure: 2-aminobenzenethiol (10 g, 80mmol), 3, 4-difluorobenzonitrile (11.12, 80mmol) and ferric citrate (19.59g, 80mmol) were added in DMF (50.00 mL) at 25-30 0C. The reaction mixture was heated to 110C. Reaction mixture was monitored for the synthesis of compound 3 by TLC. (2ml of reaction mixture was withdrawn and separated in ethylacetate and water. Ethyl acetate solution concentrated and crystallised in isopropyl ether to give compound 3 for characterization). After completion of reaction by TLC, powdered potassium carbonate (16.58 g, 120mmol) was added to the solution and stirred for 1 hr. The mixture was heated to 110C till completion by TLC. After completion of reaction, the mass was cooled to 25-30 C. Ethyl acetate (150 mL) and DM water (150 mL) were added. Layers separated. Organic layer washed with water (150 mL), dried over sodium sulfate and concentrated. Isopropyl ether (IPE; 150 mL) was added to the slurry, filtered, washed with IPE. Dried under vacuum at 50 C (16.84g, 94%)

The synthetic route of 60956-24-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Das, Tonmoy Chitta; Quadri, Syed Aziz Imam; Farooqui, Mazahar; Letters in Organic Chemistry; vol. 16; 1; (2019); p. 16 – 24;,
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Adding a certain compound to certain chemical reactions, such as: 1298031-94-3, name is 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, 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 1298031-94-3, SDS of cas: 1298031-94-3

8-Bromo-6-chloro-2-methylimidazo[l,2-b]pyridazine (1.2 g, 4.9 mmol) was combined with Zn(CN)2 (850 mg, 7.3 mmol) and Pd(PPh3)4 (570 mg, 0.49 mmol ) in DMF (20 mL). The reaction vessel was degassed and then charged with nitrogen three times. The mixture was stirred at 100 C for 1 h under muwave irradiation. The mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated. The residue was chromatographed on silica gel, eluting with 0-35% EtOAc in petroleum ether to yield 6- chloro-2-methylimidazo [l,2-b]pyridazine-8-carbonitrile (0.5 g, 53%). MS m/z 193.0, 195.0 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Bromo-6-chloro-2-methylimidazo[1,2-b]pyridazine, and friends who are interested can also refer to it.

Reference:
Patent; PTC THERAPEUTICS, INC.; WOLL, Matthew, G.; AMEDZO, Lukiana; BABU, Suresh; BARRAZA, Scott, J.; BHATTACHARYYA, Anuradha; KARP, Gary, Mitchell; MAZZOTTI, Anthony, R.; NARASIMHAN, Jana; PATEL, Jigar; TURPOFF, Anthony; XU, Zhenrong; (251 pag.)WO2018/226622; (2018); A1;,
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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. 16429-44-0, name is 5-Bromo-3-chlorobenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., category: chlorides-buliding-blocks

5-bromo-7-chloro-1H-benzimidazole A solution of 5-bromo-3-chlorobenzene-1,2-diamine (2 g, 9.03 mmol) in formic acid (30 ml) was heated at reflux for 16 hours. The reaction progress was monitored by LCMS. Reaction mixture was concentrated under vacuum to yield brown oil. The mixture was extracted by EtOAc from a saturated aqueous solution of NaHCO3, dried over MgSO4 and evaporated under vacuum to yield 5-bromo-7-chloro-1H-benzo[d]imidazole as a pale yellow solid. Mass spectrum (EI, m/z): Calculated for C7H4BrClN2, 232.5 (M+H), found 233.0.

According to the analysis of related databases, 16429-44-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (184 pag.)US2019/47960; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics