Day: March 18, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 36:; EPO To a reaction mixture of amino ethyl ester 31a (0.31 g, 1.24 mmol) and aryl carboxylic acid (0.22 g, 1.24 mmol) in DMF (4 mL), EDC (0.36 g, 1.9 mmol), DMAP (25.0 mg, 0.28 mmol) and triethyl amine (345 mul_, 3.72 mmol) were added. The reaction mixture was stirred for 16 hours at room temperature. Crude product was purified by prep-HPLC without work up (10_50_60min, 0.1% TFA in water and acetonitrile) giving 0.30 g (59%) of oil 36. 1H NMR (DMSOd6): delta 1.06 (t, 3H, J=7.06 Hz), 3.54 (s, 2H), 4.08 (dd, 3H, J=6.97, 1.13 Hz), 7.32 (dd, 1 H, J=9.04, 6.78 Hz), 7.65 (dd, 1 H, J=4.14, 0.94 Hz), 7.77 (m, 1 H, J=8.48, 7.16, 4.90, 4.90, 4.90 Hz), 7.94 (d, 1 H, J=8.48 Hz), 8.17 (d, 1 H, J=8.48 Hz), 8.63 (d, 1 H, J=1.70 Hz), 9.30 (d, 1 H, J=8.29 Hz), 9.55 (s, 1 H). LCMS 413 (M+H).

3622-35-3, As the paragraph descriping shows that 3622-35-3 is playing an increasingly important role.

Reference：
Patent; PFIZER, INC.; WO2006/40646; (2006); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3622-38-6, 2-Chloro-5-nitrobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: GP4-1: A mixture of substituted2-chlorobenzothiazole (1.0eq), N-Bocpiperazine (1.05 eq) and Na2CO3 (1.2 eq) inDMF (10 volume) was heated up at 100 0C for hours, the process ofwhich was monitored by TLC. The mixture was diluted by EA and added by water.After extraction by EA (2 times), the collected organic layers were washed by10percent citric acid, and then brine, dried over Na2SO4 andconcentrated to give crude product, which could be used directly withoutfurther purification.GP4-2: N-Bocprotected amine in DCM (5 volume) was added by TFA (2.5 volume). The mixturewas stirred at rt for four hours and monitored by TLC. After consumption ofstarting material, volatile solvent was removed under reduced pressure and theresidue was neutralized by saturated Na2CO3 solution toobtain the slurry, which was extracted by 10percent methanol in DCM (3 times). Theorganic layers were collected, dried and concentrated to give the desired freeamine, for direct use for next step.GP4-3: Free amine (1.0 eq) suspendedin DCM (10 volume) was added by aldehyde (1.1 eq) under N2atmosphere. The mixture was stirred at rt 15 min. Then trimethylsilylazide?(TMSN3, 1.1 eq) was added, and stirring was kept foranother 15 min, followed by addition of isonitrile (1.0 eq). The mixture wasstirred at for 12 h. After removal of solvent, the residue was purified bypreparative TLC (DCM/MeOH as eluent) to give the product, which could bere-purified by trituration with ether., 3622-38-6

As the paragraph descriping shows that 3622-38-6 is playing an increasingly important role.

Reference：
Article; Lv, Fengping; Li, Zhi-Fang; Hu, Wenhao; Wu, Xiaohua; Bioorganic and Medicinal Chemistry; vol. 23; 24; (2015); p. 7661 – 7670;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

96929-05-4, Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

96929-05-4, a 2-(N-t-butoxycarbonylamino)methylthiazol-4-carboxylic acid A 20 ml portion of a 2N aqueous sodium hydroxide solution was added to 100 ml of an ethanol solution containing 5.727 g of ethyl 2-(N-t-butoxycarbonylamino)methylthiazol-4-carboxylate, and the mixture was then stirred at room temperature for 45 minutes. After adjustment to pH 5 with 2N hydrochloric acid, the solvent was evaporated under reduced pressure. Further, the solution was dissolved in 300 ml of ethanol under heating, and after the removal of a salt by filtration, the solvent was evaporated under reduced pressure to obtain 4.228 g of 2-(N-t-butoxycarbonylamino)methylthiazol-4-carboxylic acid as a milky white solid. NMR (DMSO-d6) delta: 1.41 (9H, s), 4.39 (2H, d, J=6.0 Hz), 7.86 (1H, br.t, J=6.0 Hz), 8.34 (1H, s), 13.0 (1H, br.s) MS (EI): 258 (M+)

96929-05-4 Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate 9925901, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Meiji Seika Kabushiki Kaisha; US5990101; (1999); A;,
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Thiazole | chemical compound | Britannica

99073-88-8,99073-88-8, Ethyl 2-bromo-6-benzothiazolecarboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3 6-Ethoxycarbonyl-2-mercaptobenzothiazole The crude 2-bromo-6-ethoxycarbonylbenzothiazole (1.90 g, 6.64 mmol) from Step 2 was suspended in absolute ethanol (35 mL) and treated with potassium hydrogen sulfide (0.96 g, 13.3 mmol). The mixture was placed under a nitrogen atmosphere, stirred, and heated in an oil bath at 80 C. The benzothiazole starting material gradually went into solution. After heating for 30 minutes,the mixture was cooled in an ice bath, treated with IN hydrochloric acid (13.5 mL), and evaporated under vacuum. The residue was partitioned between ethyl acetate (100 mL) and water (100 mL) and the aqueous phase extracted with more ethyl acetate (50 mL). The combined ethyl acetate solution was washed with brine (50 mL), dried over sodium sulfate, filtered and evaporated under vacuum to a yellow-tan solid (1.56 g). This material was triturated with diethyl ether and dried under vacuum to provide 6-ethoxycarbonyl-2-mercaptobenzothiazole (1.14 g) as a pale tan powder. 1 H NMR (DMSO-d6, 500 MHz) delta1.31 (t, CH3), 3.33 (br s, SH), 4.30(q, CH2), 7.35 (d, H-4), 7.94 (d, H-5), and 8.29 (s, H-7). 13 C NMR (DMSO-d6, 125.7 MHz) delta14.1, 60.9, 112.1,123.2, 125.5, 128.4, 129.7, 144.6, 165.0, and 191.8.

The synthetic route of 99073-88-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Merck & Co., Inc.; US5498777; (1996); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31785-05-4,Ethyl 5-amino-2-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

B) 5-Amino-2-methyl-thiazole-4-carboxylic acid ethyl ester (0.200 g, 1.07 mmol) was dissolved in 10 mL dry DMF. Potassium carbonate (0.45 g, 3.26 mmol) and cyclopropyl methylbromide (0.166 g, 1.23 mmol) were added and the reaction mixture was stirred at 80 C. overnight. The reaction mixture was diluted with 100 mL water and extracted three times with ethyl acetate (50 mL each). The organic phases were pooled, dried with sodium sulfate and evaporated. The crude product was flash-chromatographed on silica gel with heptane/ethyl acetate 100:0?0:100 gradient to yield 5-(cyclopropylmethoxycarbonyl-(cyclopropylmethyl)-amino)-2-methyl-thiazole-4-carboxylic acid ethyl ester (140 mg, 39%)., 31785-05-4

31785-05-4 Ethyl 5-amino-2-methylthiazole-4-carboxylate 13329095, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Buettelmann, Bernd; Ceccarelli, Simona Maria; Jaeschke, Georg; Kolczewski, Sabine; Porter, Richard Hugh Philip; Vieira, Eric; US2006/160857; (2006); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

40283-41-8, 2-Aminothiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,40283-41-8

[00324] To a solution of N1-(2-chloro-6-phenylpyrimidin-4-yl)cyclohexane-1,3-diamine (63 mg, 0.21 mmol) in a mixed solvent of tetrahydrofuran (4 mL) and dimethyl sulfoxide (1 mL) was added N,N-diisopropylethylamine (0.08 mL, 0.62 mmol) and 2-aminothiazole-4-carboxylic acid (59 mg, 0.42 mmol). The mixture was stirred at rt overnight. To the reaction mixture was added water (10 mL), and the resulting mixture was extracted with ethyl acetate (10 mL x 3).The combined organic layers were washed with saturated brine (10 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to give the title compound as a white solid (89 mg, 100%).MS (ESI, pos. ion) m/z: 429.2[M+H]1H NMR (400 MHz, CD3OD) (ppm): 7.92 (s, 2H), 7.49 (s, 3H), 7.26 (s, 1H), 6.77 (s, 1H), 4.59 (s, 1H), 2.68 (s, 1H), 2.32 (d, J 11.1 Hz, 1H), 2.11- 1.90 (m, 4H), 1.59 (d, J 13.1 Hz, 1H).

As the paragraph descriping shows that 40283-41-8 is playing an increasingly important role.

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15448-99-4,2-Methylbenzo[d]isothiazol-3(2H)-one 1,1-dioxide,as a common compound, the synthetic route is as follows.

EXAMPLE 10 Employing the procedure of Example 9, and starting with N-methylsaccharin and the indicated N-(2-pyridyl)haloacetamide, hydride, temperature and solvent, 4-hydroxy-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide (Piroxicam) is prepared:

15448-99-4, 15448-99-4 2-Methylbenzo[d]isothiazol-3(2H)-one 1,1-dioxide 27290, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Pfizer Inc.; US4376204; (1983); A;; ; Patent; Pfizer Inc.; US4483982; (1984); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

15864-32-1, 2-Amino-6-bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Acetic anhydride (4.95 ml_, 52.4 mmol) was added to a solution of 2-amino-6- bromobenzothiazole (3.00 g, 13.2 mmol) in anhydrous pyridine (30 ml) at 00C. The resulting mixture was stirred at RT for 48 hours. The reaction mixture was poured into water (300 ml_) and stirred for 30 minutes. Then the precipitate was washed with water (5x) and dried under reduced pressure to give the title compound as a white powder (3.44 g, 97%). HPLC, Rt: 3.3 min (purity: 99.1 %). UPLC/MS, M+(ESI): 270.1 and 272.1 , M-(ESI): 269.1 and 271.1.

15864-32-1, As the paragraph descriping shows that 15864-32-1 is playing an increasingly important role.

Reference：
Patent; MERCK SERONO S.A.; WO2009/133127; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3034-53-5,2-Bromothiazole,as a common compound, the synthetic route is as follows.

Step 1 thiazol-2-ylmethanol To a solution of n-BuLi (8.4 ml , 1.6 mol/1 , 13.4 mmol) in THF (30 mL) was added 2- bromothiazole (377 mg, 2.12 mmol) dropwise under nitrogen atmosphere at -70 °C, and the mixture was stirred at the temperature for 1 h. Then DMF (1.4 ml, 18.3 mmol) was added into the solution dropwise under nitrogen atmosphere at -70 °C. The resulting mixture was stirred at the temperature for 1 h. Then the mixture was quenched with aqueous saturated ammonium chloride, diluted with ethyl acetate and water, and the phases were separated. The organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated to give yellow oil. The yellow oil was dissolved in methanol (15 ml) , cooled to -60 °C, ans sodium borohydride (463 mg , 12.2 mmol) was added portionwise under nitrogen atmosphere. The mixture was stirred at the temperature for 1 h. The reaction was quenched with acetone and concentrated. The residue was diluted with ethyl acetate and water, and the phases were separated. The organic layer was dried over sodium sulfate, filtered and concentrated, then purified by silica gel chromatography eluting with petroleum/ ethyl acetate= 3: 1 to give thiazol-2-ylmethanol (230 mg, 16.4 percent yield) as brown oil . LCMS MH+ 1 16.

3034-53-5, As the paragraph descriping shows that 3034-53-5 is playing an increasingly important role.

Reference：
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertrand; GALLASCHUN, Randall; WO2014/143799; (2014); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

103878-58-6, 5-Bromothiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

150 mg (0.43 mmol) of 5-bromo-thiazole-4-carboxylic acid and 81.4 mg (0.87 mmol) of pyridin-3-yl-amine were dissolved in 6 ml dimethyl formamide. 0.09 mL (0.65 mmol) of triethyl amine followed by 225 mg (0.43 mmol) of 1H-benzotriazol-1-yloxytri-pyrrolidinophosphonium hexafluorophosphate (PyBOP) were added and the reaction mixture was stirred at room temperature for 16 h. Brine was added and the reaction mixture was extracted two times with dichloromethane. The combined organic layers were dried over sodium sulfate, filtered and the solvent was removed under reduced pressure. The obtained residue was purified by flash column chromatography (silica, gradient elution cyclohexane?ethyl acetate?methanol) to give 90 mg (66%, 90% purity) of the title compound

103878-58-6, As the paragraph descriping shows that 103878-58-6 is playing an increasingly important role.

Reference：
Patent; BASF SE; Le Vezouet, Ronan; Soergel, Sebastian; Defieber, Christian; Gross, Steffen; Koerber, Karsten; Culbertson, Deborah L.; Anspaugh, Douglas D.; US9125414; (2015); B2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica