Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22900-83-0,Ethyl 2-bromo-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

Weigh tert-butyl ((R)-2-hydroxy-2-phenylethyl) (4-((S)-pyrrolidine-2-carboxamido)phenethyl)carbamate (500 mg, 1.10 Mm),Ethyl 2-bromo-4-methyl-thiazole-5-carboxylate(330 mg, 1.32 mmol),Potassium carbonate (461 mg, 3.30 mmol) in a 100 mL single-mouth bottle,Add acetonitrile (15 mL) and start to reflux at 90 ¡ã C, and stop the reaction for 10 hours.The reaction mixture was concentrated, and the residue was purified by column chromatography ( petroleum ether/ethyl acetate (v/v) = 2/1)The title compound was obtained as a white solid(430 mg, 63percent).

22900-83-0, 22900-83-0 Ethyl 2-bromo-4-methylthiazole-5-carboxylate 2824057, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Zhong Wenhe; Jin Chuanfei; Xu Tengfei; (45 pag.)CN109734712; (2019); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61830-23-7,Ethyl 5-bromothiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of ethyl 5-bromothiazole-4-carboxylate (3.49 g, 14.77 mmol, 0.9 eq), tert-butyl N-[(1S)-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl]carbamate (5.70 g, 16.41 mmol, 1 eq), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (120 mg, 0.16 mmol, 0.01 eq), potassium carbonate (4.54 g, 32.83 mmol, 2 eq) in mixture of dioxane (130 mL) and water (22 mL) was degassed and purged with nitrogen for three times, and then the mixture was stirred at 80 C. for 10 hours under nitrogen atmosphere. The reaction mixture was concentrated and added water (50 mL), then extracted with ethyl acetate (60 mL) two times. The combined organic layers were washed with saturated aqueous sodium chloride (50 mL) two times, dried over anhydrous sodium sulfate, concentrated to give crude product. The crude product was purified by silica gel chromatography (petroleum ether:ethyl acetate=1:0 to 1:1). Compound ethyl 5-[4-[(1S)-1-(tert-butoxycarbonylamino)ethyl]phenyl]thiazole-4-carboxylate (5.07 g, 13.48 mmol, 82% yield) was obtained as a yellow solid.

61830-23-7, 61830-23-7 Ethyl 5-bromothiazole-4-carboxylate 12361218, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Arvinas Operations, Inc.; Genentech, Inc.; Crew, Andrew P.; Wang, Jing; Berlin, Michael; Dragovich, Peter; Chen, Huifen; Staben, Leanna; US2019/300521; (2019); A1;,
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80945-86-4,80945-86-4, 6-Bromo-2-chlorobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

One equivalent of 6-bromo-2-chlorobenzo[d]thiazole and 1.1 equivalents of (R)-1-(pyrrolidin-3-yl)piperidine (freebase of Reference Example 5C) are weighed into a 10 mL CEM microwave vial equipped with a magnetic stirbar. N,N-Dimethylformamide or 2-methoxyethanol is added to give approximately a 2 M solution followed by four equivalents of N,N-diisopropylethylamine. The reaction mixture was heated to 150 C. under microwave irradiation with the cooling power on for 20 minutes. The reaction mixture volatiles are then removed under reduced pressure. The residue is partitioned between saturated aqueous sodium carbonate and CHCl3. The aqueous layer is extracted once more with CHCl3, then the combined organic extracts are washed with brine, dried (MgSO4), and filtered. The filtrate is concentrated under reduced pressure and the residue is purified by column chromatography on silica gel, eluting with 97:3 dichloromethane/2 M ammonia in methanol. Fractions containing product are combined and concentrated under reduced pressure to give a solid that is dissolved in hot ethyl acetate, dried (MgSO4), and filtered. The filtrate is concentrated under reduced pressure to give (R)-6-methoxy-2-(3-(piperidin-1-yl)pyrrolidin-1-yl)benzo[d]thiazole.

As the paragraph descriping shows that 80945-86-4 is playing an increasingly important role.

Reference£º
Patent; Abbott Laboratories; US2009/163464; (2009); A1;,
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3622-23-9, 2,6-Dichloro-1,3-benzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,3622-23-9

A mixture of 2,6-dichlorobenzothiazole (1.0 g, 4.9 mmol) and 2-fluoro-4-iodoaniline (2.32 g, 9.8 mmol) in 20 mL BuOH was stirred at 90 C., and then HCl (4 M in dioxane, 1.0 mL) was added. The reaction mixture was stirred with heating at 90 C. overnight, under argon. NMR analysis then showed little 2,6-dichlorobenzothiazole remaining. After BuOH was removed by rotary evaporation, EtOAc (100 mL) and 1 N aqueous HCl (100 mL) were added. The organic layer was separated and washed with 1 N aqueous HCl (100 mL), saturated Na2O2S3 solution (50 mL), water (100 mL), and then dried over Na2SO4. Removal of solvent under reduced pressure afforded a residue, which was triturated with EtOAc (10 mL) and hexanes (40 mL). The solid was filtered and dried in vacuo to a constant weight, to afford the desired product as a light purple solid (0.75 g, 38%). 1H NMR (DMSO-d6) delta 10.45 (s, 1H), 8.35 (t, 1H), 7.95 (s, 1H), 7.70 (d, 1H), 7.58 (d, 2H), 7.30 (d, 1H).

As the paragraph descriping shows that 3622-23-9 is playing an increasingly important role.

Reference£º
Patent; Bayer Pharmaceuticals Corporation; US2004/224997; (2004); A1;,
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16311-69-6, 5-(2-Hydroxyethyl)-3,4-dimethylthiazol-3-ium iodide is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 1,5-dimethyl-4-(hydroxyethyl) thiazolium iodide (2.5 mmol, 700 mg), methylsulfonyl chloride (3 mmol, 0.25 ml) and triethylamine (5 mmol, 0.35 ml) in CH3CN(20 ml) was stirred at 0 C for 2 h, under argon. After rotary evaporation, the crude product was dissolved in ethanol (25 ml). Potassium thioacetate (3 mmol, 343 mg) was added dropwise and the mixture was allowed to reflux for 72 h. The product mixture was rotary evaporated to dryness, then the resultant crude solid was dissolved in formic acid (5 ml). Performic acid was generated by stirring hydrogen peroxide (14 mmol, 1.8 ml) and formic acid (30 mmol, 1.4 ml) at room temperature for 1 h. The performic acid solution was cooled to 0 C and added to the reaction mixture. The mixture was left stirring for 48 h. Excess solvent was removed by rotary evaporation and the final crude product was purified by HPLC. 1H NMR (300 MHz,DMSO-d6) delta 9.90 (s, H), 4.05 (s, 3 H), 3.14-3.19 (t, J = 7.1 Hz, 2 H),2.70-2.75 (t, J = 7.0 Hz, 2 H), 2.41 (s, 3 H).

16311-69-6, 16311-69-6 5-(2-Hydroxyethyl)-3,4-dimethylthiazol-3-ium iodide 9838770, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Zeng, Hao; Wang, Kai; Tian, Yuan; Niu, Yijie; Greene, Landon; Hu, Zhichao; Lee, Jeehiun K.; International Journal of Mass Spectrometry; vol. 378; (2015); p. 169 – 174;,
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344-72-9, Ethyl 2-amino-4-(trifluoromethyl)thiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 39 Preparation of Ethyl 2-Iodo-4-Trifluoromethyl-5-Thiazolecarboxylate To a cold (-5 C.) solution of 4.0 g (0.0166 mole) of ethyl 2-amino-4-trifluoromethyl-5-thiazolecarboxylate, prepared according to U.S. Pat. No. 2,726,237, in 30 ml. of 85% phosphoric acid and 30 ml. of 70% nitric acid was added a solution of 1.26 g (0.0166 mole) of sodium nitrite in 10 ml. of water in 10 minutes. The reaction mixture was stirred for 10 minutes and poured into a solution of 10 g of potassium iodide in 100 ml. of water. The reaction mixture was stirred overnight and extracted with ether. The ether solution was dried and concentrated and the residue was chromatographed on silica gel to give 1.5 g of the desired product, m.p. 75-76 C. Anal. Calc’d. for C7 H5 F3 INO3 S: C, 23.94; H, 1.44; N, 3.99; I, 36.15. Found: C, 23.93; H, 1.44; N, 3.95; I, 36.08.

344-72-9, The synthetic route of 344-72-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Monsanto Company; US4437875; (1984); A;; ; Patent; Monsanto Company; US4437876; (1984); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.777-12-8,6-(Trifluoromethyl)benzo[d]thiazol-2-amine,as a common compound, the synthetic route is as follows.

Example 2: General procedure for synthesis of compounds 24 and 46. (0108) (0109) General methodology: In a microwave vial benzothiazole derivative and the corresponding isocyanate is added in each case. Next, THF is added as solvent. The vial is introduced into the microwave reactor and heated to the temperature for the time indicated in each case. After the reaction time, ethyl acetate (50 mL) and water (50 mL) is added. The organic phase is dried over anhydrous MgS04 and the solvent is removed under reduced pressure. The obtained residue was purified by flash column chromatography using Isolera One equipment, in all cases a mixture of hexane and ethyl acetate as eluent was used. N-(6-trifluoromethylbenzothiazole-2-yl)-N’-(3-chlorophenyl)urea (24): (0110) Reagents: 1-isocianato-3-chlorobenzene (175.8 mg, 1.2 mmol), 2-amino-6-trifluoromethylbenzothiazole (250 mg, 1.2 mmol) and THF (0.4 mL). Reaction conditions: 3 hours and 30 min under microwave irradiation at 110¡ãC. Purification by flash column chromatography using hexane/ethyl acetate (3:1) to obtain a white solid. Yield: 43.2 mg, 10percent. Mp: 222¡ãC-223¡ãC 1H NMR (500 MHz, DMSO-d6) delta: 11.16 (s, 1 H), 9.38 (s, 1 H), 8.41 (s, 1 H), 7.73 (s, 1 H), 7.69 (dd, J = 8.5, 1.9 Hz, 1 H), 7.38 (s, 1 H), 7.35 (t, J = 7.9 Hz, 2H), 7.11 (d, J = 8.5 Hz, 1H). 13C NMR (126 MHz, DMSO-d6) delta: 162.6, 152.0, 140.3, 133.7, 131.0, 125.0 (q, J = 271.7 Hz), 123.6 (d, J = 31.8 Hz), 123.5, 123.4 (d, J = 2.5 Hz), 120.1 (d, J = 4.3 Hz), 118.8, 117.9. HPLC purity: >99percent. MS (ES) m/z: 372 [M+H]+., 777-12-8

777-12-8 6-(Trifluoromethyl)benzo[d]thiazol-2-amine 2735955, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Consejo Superior De Investigaciones Cientificas (CSIC); MARTINEZ GIL, Ana; PEREZ FERNANDEZ, Daniel Ignacio; GIL AYUSO-GONTAN, Carmen; GARCIA SALADO, Irene; REDONDO SANCHO, Miriam; PEREZ MARTINEZ, Concepcion; EP2949651; (2015); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.161798-01-2,Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

A solution of compound NL (1.03mmol, 300mg, obtained from the method previously reported) [16] in 9 CH2Cl2 (20mL) and 10 Et3N (0.5mL) were added to a round-bottom flask. The mixture was stirred in an ice-water bath. A solution of 11 2,4-dinitrobenzene sulfonyl chloride (1.24mmol, 330mg) in CH2Cl2 (10mL) was added to the mixture dropwise over 0.5h. The mixture was stirred at 0¡ãC for 1h. The mixture then continued to be stirred at room temperature for 2h until thin layer chromatography indicated the reaction was complete. The organic phase was washed with 60mL of 12 water (3¡Á20mL) and then dried over MgSO4. The solvent was concentrated under reduced pressure. The crude material was purified by column chromatography on silica gel (eluted with hexanes to 13 ethyl acetate: hexane=1:4) to afford a yellow solid of 14 NL-S in 36.9percent yield (197mg, 0.38mmol). Melting point: 185.4?186.0¡ãC. 1H NMR (600MHz, DMSO?d6): delta 10.12 (s, 1H, -CHO), 9.12 (d, J=2.4Hz, 1H, ph-H), 8.63 (dd, J=8.4, 2.4Hz, 1H, ph-H), 8.46 (d, J=2.4Hz, 1H, ph-H), 8.35 (d, J=3Hz, 1H, ph-H), 8.28 (dd, J=8.1, 2.7Hz, 1H, ph-H), 7.40 (d, J=9Hz, 1H, ph-H), 4.29 (m, 2H, -CH2-), 2.68 (s, 3H, thiazole-CH3), and 1.29 (t, J=7.1Hz, 3H, -CH3). 13C NMR (150MHz, DMSO?d6): delta 188.06, 166.33, 161.59, 160.86, 152.17, 150.23, 148.54, 140.36, 134.32, 133.97, 132.68, 130.85, 129.99, 128.72, 128.17, 125.05, 121.68, 61.89, 17.60, and 14.54. High-resolution mass spectrometry (HRMS): m/z [M + Na]+ calcd. for [C20H15N3O10S2+Na]+: 544.0091, found: 544.0090. IR (KBr, cm?1): 3417.39, 3105.18, 2925.38, 1709.48, 1603.25, 1556.83, 1542.6, 1373.73, 1350.08, 1258.92, 1202.38, 1169.51, 1098.66, 887.35, 831.21, 710.78, 614.90, and 561.00., 161798-01-2

As the paragraph descriping shows that 161798-01-2 is playing an increasingly important role.

Reference£º
Article; Wang, Yi; Wang, Lijun; Jiang, Erkang; Zhu, Meiqing; Wang, Zhen; Fan, Shisuo; Gao, Qian; Liu, Shangzhong; Li, Qing X.; Hua, Rimao; Dyes and Pigments; vol. 156; (2018); p. 338 – 347;,
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62266-82-4, 6-Bromobenzo[d]thiazol-2(3H)-one is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: One equivalent of appropriate heterocyclic derivative was dissolved in DMF. Three equivalents of potassium carbonate and 1.2 equivalent of the appropriate 3-chloropropan-1-amine derivative were added. The resulting mixture was heated at 70C until disappearance of the starting material. The reaction was monitored by TLC. After 24-96 h, the solvent was removed under reduced pressure, and water added to the residue. The crude product was extracted with dichloromethane. The combined organic fractions were washed with water and dried over magnesium sulphate. Purification by thick layer chromatography or column chromatography was performed.

62266-82-4, 62266-82-4 6-Bromobenzo[d]thiazol-2(3H)-one 188444, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Donnier-Marechal, Marion; Carato, Pascal; Le Broc, Delphine; Furman, Christophe; Melnyk, Patricia; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 575 – 582;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61296-22-8,2-Amino-5-bromothiazole monohydrobromide,as a common compound, the synthetic route is as follows.,61296-22-8

5-(4-Methoxy-2-methyl-phenyl)-4-methyl-thiophene-2-sulfonyl chloride (95 mg, 0.30 mmol, 1.5 equiv.) was dissolved in 0.3 ml MeCN, followed by the addition of sodium cyanate (28.6 mg, 0.44 mmol, 2.2 equiv.). Under strong stirring, pyridine (0.055 ml, 0.68 mmol, 3.4 equiv.) was added dropwise to the reaction mixture which was further stirred for 4 hrs at rt. 2-Amino-5-bromothiazole. HBr (52 mg, 0.20 mmol, 1.0 equiv.), was added and the reaction stirred for 1 hour. Water (20 ml) and 70% acetic acid (2 ml) were added to the suspension which was filtered, washed with water and cold MeOH. The crude solid was dissolved in MeCN-DMSO and chromatographed on a HPLC 75*30 mm RP 18 5 mum column, with A=0.1% HCOOH and B=MeCN and with a gradient of 40% to 90% B in 10 min. The desired fractions were lyophilized to give N-[(5-bromo-1,3-thiazol-2-yl)carbamoyl]-5-(4-methoxy-2-methylphenyl)-4-methylthiophene-2-sulfonamide, 16 mg, m/e 499.9 (MH-).

61296-22-8 2-Amino-5-bromothiazole monohydrobromide 2723848, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Gubler, Marcel; Haap, Wolfgang; Hebeisen, Paul; Kitas, Eric A.; Kuhn, Bernd; Minder, Rudolf E.; Schott, Brigitte; Wessel, Hans P.; US2007/281979; (2007); A1;,
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