Month: March 2021

Related Products of 6276-54-6, 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 6276-54-6 as follows.

Preparation of Compound 1aDi-tert-butyl-dicarbonate (0.228 g, 1.04 mmol) and sodium hydroxide (0.096 g, 2.4 mmol) were added to a cooled solution of 3-chloropropan-1-amine (0.15 g, 1.04 mmol) in water (10 ml) and THF (10 ml). The resulting mixture was stirred overnight at 0 C. The aqueous layer was then extracted with ethyl acetate (10 ml¡Á4). The combined organic layer was washed with brine (25 ml), dried over sodium sulfate and concentrated. The residue was then purified by column chromatography on silica gel to afford 0.306 g of colorless oil. Yield: 94.0%. 1H NMR (300 MHz, CDCl3) delta1.39 (s, 9H), 81.91 (m, 2H), 83.23 (m, 2H), delta3.53 (t, J=6.4 Hz, 2H), 64.89 (s, 1H). 13C NMR (75 MHz, CDCl3) delta (ppm): 156.0, 79.2, 42.3, 37.9, 32.6, 28.3. MS (ESI): m/z calcd for C8H16ClNO2 193.09, found 193.52 [M+H]+

According to the analysis of related databases, 6276-54-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NANYANG TECHNOLOGICAL UNIVERSITY; US2012/288884; (2012); 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. 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, A new synthetic method of this compound is introduced below., Recommanded Product: 202197-26-0

Step A: Preparation of 4-[3-chloro-4-(3-fluoro-benzyloxy)phenylamino]-6-nitro-quinazoline 1.20 g (5.7 mmol) of 4-chloro-6-nitro-quinazoline (prepared by referring to WO 2007/082434) and 1.37 g (5.6 mmol) of 4-(3-fluoro-benzyloxy)-3-chloro-aniline (prepared by referring to WO 2007/082434) were dissolved in 80 mL of isopropanol and refluxed for 3 hours. A large amount of yellow solid was precipitated from the system, and was filtered. The filter cake was washed with a saturated sodium bicarbonate aqueous solution till pH=8 and dried under vacuum to give 1.62 g (3.75 mmol) of yellow solid, which was identified as 4-[3-chloro-4-(3-fluoro-benzyloxy)phenylamino]-6-nitro-quinazoline with a yield of 67%. 1H-NMR (400 MHz, CDCl3): delta 11.30(1H, br), 9.54-9.48 (1H, m), 8.45-8.41 (1H, m), 8.31-8.25 (1H, m), 7.98-7.89 (1H, m), 7.50-7.47 (1H, m), 7.35-7.26 (1H, m), 7.05-6.96 (1H, m), 6.90-6.80 (2H, m), 7.74-7.60 (2H, m), 4.84 (2H, s).

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; Guo, Jianhui; He, Haiying; US2011/111059; (2011); 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. 2401-24-3, name is 2-Chloro-5-methoxyaniline, A new synthetic method of this compound is introduced below., Safety of 2-Chloro-5-methoxyaniline

2-Chloro-5-methoxyaniline (17b, 92 L,0.74mmol) was added dropwise to a solution of 1,5-dimethylisoquinolin-6-yl trifluoromethanesulfonate(14, 0.15 g, 0.49 mmol), palladium(II) acetate (8.3 mg, 37 mol), XPhos (35 mg, 74 mol), and cesiumcarbonate (224 mg, 0.688 mmol) in toluene (12 mL). The mixture was heated at reflux for fivehours. After cooling to room temperature, the reaction mixture was filtered over a short padof Hyo (ethyl acetate), and the solvent was evaporated. Purication of the residue by columnchromatography (silica gel, dichloromethane/ethyl acetate, 1:1 to 0:1, each + 1% ethanol) providedN-(2-chloro-5-methoxyphenyl)-1,5-dimethylisoquinolin-6-amine (18b, 0.141 g, 0.451 mmol, 92%) asa beige solid. M.p. 135-138 C; UV (MeOH): l = 224, 277, 322 nm; fluorescence (MeOH): lex = 224,lem = 301 (sh), 336 nm; IR (ATR): n = 3416, 3068, 2998, 2929, 2853, 1596, 1508, 1447, 1421, 1383, 1343,1312, 1287, 1230, 1207, 1170, 1138, 1069, 1027, 924, 820, 732, 671, 640 cm-1; 1H-NMR (500 MHz, CDCl3):d = 2.53 (s, 3H), 2.94 (s, 3H), 3.68 (s, 3H), 6.13 (br s, 1H), 6.40 (dd, J = 8.8, 2.8 Hz, 1H), 6.47 (d, J = 2.8 Hz,1H), 7.28 (d, J = 8.8 Hz, 1H), 7.53 (d, J = 9.0 Hz, 1H), 7.63 (d, J = 6.1 Hz, 1H), 7.97 (d, J = 9.0 Hz,1H), 8.39 (d, J = 6.1 Hz, 1H); 13C-NMR (125 MHz, CDCl3): d = 12.66 (CH3), 22.61 (CH3), 55.46 (CH3),101.82 (CH), 105.94 (CH), 113.40 (C), 115.53 (CH), 122.55 (CH), 123.53 (C), 124.67 (C), 124.76 (CH), 130.02(CH), 136.78 (C), 139.77 (C), 141.06 (CH), 142.38 (C), 158.64 (C), 159.20 (C); MS (EI): m/z (%) = 312(100, [M]+), 277 (80), 262 (76), 247 (13), 233 (18), 219 (12), 139 (10), 117 (16), 63 (10); MS (ESI, +10 V):m/z = 313.3 [M + H]+.

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:
Article; Schmidt, Ulrike; Theumer, Gabriele; Jaeger, Anne; Kataeva, Olga; Wan, Baojie; Franzblau, Scott G.; Knoelker, Hans-Joachim; Molecules; vol. 23; 6; (2018);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 329944-72-1, 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. 329944-72-1 name is 3-Bromo-5-chlorotoluene, 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.

1-(3,5-difluorophenyl)-1,2,4-triazol-3-amine (1.12 g, 5.710 mmol), 1-bromo-3-chloro-5-methyl-benzene (2.72 g, 13.24 mmol), sodium tert-butoxide (approximately 909.8 mg, 9.467 mmol) and chloro(2-di-t-butylphosphino-2′,4′,6′-tri-i- propyl-1,1′ -biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) (t-BuXPhos Palladacycle) (approximately 227.4 mg, 0.3078 mmol) were slurried into dry t- butanol (15.86 mL) and dry 1,4-dioxane (5.288 mL) and purged with nitrogen for -10 minutes. The reaction was sealed and stirred at 90 C for ~1 hour. The reaction mixture was cooled to room temperature and poured into water (150 mL). The precipitate was filtered. The filter cake was washed with additional water (-75 mL) and methanol (-25 mL). Dried the filter cake in the high vacuum oven at 50C overnight to yield N-(3-chloro-5-methyl-phenyl)-1-(3,5-difluorophenyl)-1,2,4-triazol- 3-amine (1.587 g, 4.629 mmol, 81%). NMR (300 MHz, DMSO-^e) delta 9.78 (s, 1H), 9.20 (s, 1H), 7.68 – 7.58 (m, 2H), 7.55 (d, J = 1.9 Hz, 1H), 7.34 (s, 1H), 7.28 (tt, J = 9.4, 2.3 Hz, 1H), 6.76 (s, 1H), 2.29 (s, 3H) ppm. ESI-MS m/z calc. 320.06403, found 321.07 (M+l)+; Retention time: 1.02 minutes.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-5-chlorotoluene, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; BETHIEL, Randy Scott; CAO, Jingrong; COLLIER, Philip, N.; DAVIES, Robert J.; DOYLE, Elisabeth; FRANTZ, James Daniel; GOLDMAN, Brian Anthony; GREY, Ronald Lee; GRILLOT, Anne-laure; GU, Wenxin; KOLPAK, Adrianne Lynne; KRAUSS, Paul Eduardo; LIAO, Yusheng; MAGAVI, Sanjay Shivayogi; MESSERSMITH, David; PEROLA, Emanuele; RYU, Elizabeth, Jin-Sun; SYKEN, Joshua; WANG, Jian; (491 pag.)WO2018/106646; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 57310-39-1, A common heterocyclic compound, 57310-39-1, name is 3-Bromo-4-chlorotoluene, molecular formula is C7H6BrCl, 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.

EXAMPLE 2 4-Amino-l -(7H-pyrrolo[‘2,3-d1pyriniidin-4-ylVpiperidine-4-carboxylic acid (6- chloro-biphenyl-3-ylmethylVamide hydrochloride2A. 2-Chloro-5-methyl-biphenylA mixture of 2-bromo-l-chloro-4-methyl-benzene (4.83 g, 23.4 mmol), benzeneboronic acid (5.7 g, 46.7 mmol), Pd(Ph3P)4 (1.35 g, 1.2 mmol) and 2M Na2CO3 (34 mL) in DME (100 mL) was stirred at 1000C under N2 for 16 h. After cooling, the resulting suspension was filtered. The filtrate was diluted with saturated brine and extracted with ethyl acetate (2 x 150 mL). The combined organic layers were washed with brine (100 mL) and water (100 mL), dried (Na2SO4) and filtered through decolourising charcoal. After evaporation of the solvent, n-hexane was added to the oil. The mixture was filtered to remove solids and the filtrate was concentrated. The resulting crude oil was purified by silica column chromatography (ethyl acetate : n-hexane / 1 : 20) to give the title compound (1.76g, 90 %) as a light yellow oil. Rf= 0.55. GC-MS (EI) m/z 202.3 [M]+, Rt 3.41 min. 1H (500 MHz, CDCl3) delta 7.64 (IH, d, J = 7.5 Hz), 7.50-7.35 (5H, m), 7.15 (IH, s), 7.12 (IH, d, J = 7.5 Hz), 2.39 (3H, s).

The synthetic route of 57310-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; THE INSTITUTE OF CANCER RESEARCH:ROYAL CANCER HOSPITAL; CANCER RESEARCH TECHNOLOGY LIMITED; ASTRAZENECA AB; WO2007/125325; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 1940-29-0, A common heterocyclic compound, 1940-29-0, name is 4-Bromo-3,5-dichloroaniline, molecular formula is C6H4BrCl2N, 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.

A microwave vial containing 4-bromo-3,5-dichloroaniline (350 mg, 1.45 mmol, Eq: 1.00), 2- methoxypyridin-4-ylboronic acid (289 mg, 1.89 mmol, Eq: 1.3), sodium carbonate (394 mg, 3.72 mmol, Eq: 2.56) and bis(triphenylphosphine)palladium (II) chloride (65 mg, 92.6 flmol, Eq:0.0637) was degassed with Argon for 15 min. DME (8 mL) and water (2 mL) was added and the reaction was heated for 30 min with the microwave at 115 deg. The reaction mixture was concentrated, diluted with ethyl acetate, washed with brine, dried with sodium sulfate and chromatographed (40g Redisep, 100% to 10% ethyl acetate/hexane) to give 254 mg (65%) of desired product as a colorless oil.

The synthetic route of 1940-29-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BERTHEL, Steven Joseph; CHEN, Zhi; CHI, Feng; CHIN, Elbert; ERICKSON, Shawn David; GABRIEL, Stephen Deems; KOCER, Buelent; Mertz, Eric; PLANCHER, Jean-Marc; WEIKERT, Robert James; WO2014/135471; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 13726-14-2, 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. 13726-14-2 name is 4-Chloro-3-methoxyaniline, 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.

Concentrated hydrochloric acid (12 mL) and a solution of sodium nitrite (1.7 g, 24.4 mmol) in water (8 mL) were added to a solution of 4-chloro-3-methoxy aniline (3.86 g, 24.4 mmol) in water (8 mL), at -10 C. The mixture was stirred for 30 minutes and was then added to solution of tin chloride (14.89 g, 66 mmol) in concentrated hydrochloric acid (24 mL) and water (24 mL), cooled to 0 C. The reaction mixture was stirred for 18 hours, allowing the temperature to rise to 25 C. The resulting precipitate was filtered off and the solid was re-crystallized from heptanes/ethyl acetate (33:66) to afford the title compound the title compound as white solid in 72% yield, 3 g

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-3-methoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; Mathias, John Paul; Millan, David Simon; Lewthwaite, Russell Andrew; Phillips, Christopher; US2006/35922; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 29671-92-9, 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. 29671-92-9 name is Carbamimidic chloride hydrochloride, 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.

INTERMEDIATE 7 2-Aminothieno [3 ,4-d]pyrimidin-4-ol A mixture of methyl 4-aminothiophene-3-carboxylate (1.0 g, 6.4 mmol), chioro5 formamidine hydrochloride (1.83 g 15.9 mmol) and dimethyl sulfone (2.99 g, 31.8 mmol)was finely ground with a pestle and mortar, and the mixture was heated at 130C for 40 minutes. Water was poured into the reaction mixture, and concentrated ammonia solution was added to basify the reaction solution (ice bath). The precipitate was collected, washed with water and dried in vacuo, to provide the title compound (0.99 g, 92%) as ayellow solid. ?3C NMR (75 MHz, DMSO-d6) oe 159.7, 151.4, 148.8, 127.4, 123.7, 108.4. MS m/z (%) 168 [M+H].

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Carbamimidic chloride hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; FORD Daniel James; HUANG Qiuya; NEUSS Judi Charlotte; REUBERSON James Thomas; VANDERHOYDONCK Bart; WO2015/193168; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 627-42-9, 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. 627-42-9, name is 2-Methoxyethyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example A67 1-(2-Methoxy-ethyl)-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole 2-Chloroethyl methyl ether (0.050 ml, 0.63 mmol) was added to a stirred solution of 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (5.0 g, 25.77 mmol) and cesium carbonate (12.59 g, 38.65 mmol) in DMF (27 ml). The mixture was stirred at 160 C. for 30 min. under microwave irradiation and then the solvent was evaporated in vacuo. The crude product was purified by flash column chromatography (silica; MeOH in DCM 2/98). The desired fractions were collected and evaporated in vacuo to yield intermediate 67 (4.6 g, 72%) as a pale yellow oil.

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

Reference:
Patent; Janssen Pharmaceutica NV; US2012/329792; (2012); 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. 1099597-32-6, name is 2-Bromo-4-chlorobenzotrifluoride, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H3BrClF3

A mixture of Pd(PPh3)4 (2.20 g, 1 .94 mmol), Cul (0.74 g, 3.88 mmol), 2-bromo-4-chloro- 1 -(trifluoromethyl)benzene (Int 5a) (10.00 g, 38.76 mmol) and ethynyltrimethylsilane (13.30 g, 135.66 mmol) in TEA was stirred at 70 C overnight. The mixture was concentrated, EtOAc (200 mL) was added and the mixture was filtered through celite. The mixture was concentrated to dryness and the residue was purified by column chromatography (Hexane) to give the title compound as a yellow oil.

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; PHENEX PHARMACEUTICALS AG; DEUSCHLE, UIrich; STEENECK, Christoph; ALBERS, Michael; HOFFMANN, Thomas; (62 pag.)WO2018/153893; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics