Category: 14527-41-4

14527-41-4, 5-Thiazolecarboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,14527-41-4

To a solution of 47 mg (0.36 mmol, 1.1 eq.) of thiazole-5-carboxylic acid in 3 mL of THF at0 C were added 72 mg (0.47 mmol, 1.5 eq.) of hydroxybenzotriazole hydrate and 103 mg(0.54 mmol, 1.7 eq.) of 1 -ethyl-3 -(3 -dimethylaminopropyl)carbodiimide hydrochloride. Theresulting mixture was stirred for 15 mm and 0.16 mL (0.9 mmol, 2.8 eq.) of N,Ndiisopropylethylamine was added, followed by 110mg (0.32 mmol, R:S1:4, 1 eq.) 4- amino-N-(3,4-diflurophenyl)chromane-8-carboxamide hydrochloride (XIIIa). The reaction mixture was allowed to warm to room temperature and stirred for 12 h. The mixture was then diluted with 20 mL of water, and extracted with 2 x 50 mL of methylene chloride. Thecombined organic extracts were dried (Na2SO4) and filtered, and the solvent was removed invacuo. The product was isolated by flash column chromatography (Si02, eluting with 50%EtOAc/hexanes) to provide 110 mg (83%) of N-(8-((3,4-difluorophenyl)carbamoyl)chroman-4-yl)thiazole-5-arboxamide (12). The enantiomers were subsequently separated by SFC(Waters SFC investigator). Method isocratic, Mobile phase MeOH: CO2 – 30:70. Column:CHIRALCEL 0TH (250 x 21) mm, 5 tim, flow rate: 50 g/min to provide 80 mg of (S)-N-(8-((3 ,4-difluorophenyl)carbamoyl)chroman-4-yl)thiazole-5-carboxamide (12). LCMS: m/z:416.5 [M+Hj LCMS, Method B: RT 2.05 mm; HPLC, Method E: RT 6.98 mm; 1H NMR(oH, 400 MHz, DMSO-d6) 2.08-2.15 (m, 1H), 2.17-2.23 (m, 1H), 4.42 (t, 2H), 5.31 (t, 1H),7.04 (t, 1H), 7.37-7.57 (m, 4H), 7.96 (t, 1H), 8.55 (s, 1H), 9.19 (d, 1H), 9.26 (s, 1H).

The synthetic route of 14527-41-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARBUTUS BIOPHARMA, INC.; COLE, Andrew G.; KULTGEN, Steven; (203 pag.)WO2018/52967; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14527-41-4, 5-Thiazolecarboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 3: Step a N-Methoxy-N-methylthiazole-5-carboxamide Triethylamine (2.77 mL, 19.9 mmol) was added slowly to a mixture of commercially available thiazole-5-carboxylic acid (1.03 g, 7.98 mmol), N,O-dimethylhydroxylamine hydrochloride (0.778 g, 7.98 mmol), and EDCI (1.83 g, 9.57 mmol) in CH2Cl2 (10 mL). The mixture was stirred at room temperature for 72 hours then quenched with saturated aqueous NaHCO3. Water (50 mL) was added followed by additional CH2Cl2. The mixture was stirred for 10 minutes and layers were separated. The CH2Cl2 layer was dried over Na2SO4 and filtered. The solvent was removed under reduced pressure and the residual oil was chromatographed (CH2Cl2/EtOAc) to provide the title compound as a white solid., 14527-41-4

14527-41-4 5-Thiazolecarboxylic acid 84494, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; US2014/107096; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14527-41-4, 5-Thiazolecarboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Preparation 8 5-Fluoro-N-methoxy-N-methylthiophene-2-carboxamide To a stirred solution of 5-fluorothiophene-2-carboxylic acid (33.95 g, 232.3 mmol) in tetrahydrofuran (465 mL) at 0 C. under nitrogen is added N,O-dimethylhydroxylamine hydrochloride (45.32 g, 464.6 mmol), 1-hydroxybenzotriazole monohydrate (53.36 g, 348.5 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (89.1 g, 464.6 mmol), and diisopropylethylamine (162 mL, 929 mmol). The mixture is allowed to warm to room temperature over 18 hours. The mixture is diluted with water (500 mL) and extracted with ethyl acetate (500 mL). The aqueous phase is re-extracted twice with ethyl acetate (300 mL). The combined organic extracts are dried over sodium sulfate, filtered, and concentrated under reduced pressure. The liquid residue is purified by silica gel chromatography eluting with hexanes/ethyl acetate (3:1) to give the title compound (38.28 g, 87%) as a pale yellow liquid. ES/MS (m/e): 190 (M+H). The following compound is prepared essentially by the method of preparation 8 using the appropriate thiazole carboxylic acid.The following compound is prepared essentially by the method of preparation 8 using the appropriate thiazole carboxylic acid., 14527-41-4

As the paragraph descriping shows that 14527-41-4 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; BECK, James Peter; GREEN, Steven James; LOPEZ, Jose Eduardo; MATHES, Brian Michael; MERGOTT, Dustin James; PORTER, Warren Jaye; RANKOVIC, Zoran; SHI, Yuan; WATSON, Brian Morgan; WINNEROSKI, JR, Leonard Larry; US2013/261111; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14527-41-4, 5-Thiazolecarboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example IX.1 (general route) (R)-Benzyl 3-(4-((S)-1 -(thiazole-5-carboxamido)ethyl)phenoxy)pyrrolidine-1 – carboxylate _ – 86 – 3.80 g (10.1 mmol) of example VIII in 20 ml_ DMF are charged with 5.15 ml_ (29.9 mmol) DIPEA, 3.80 g (11.5 mmol) TBTU and finally after 10 min with 1.29 g (9.99 mmol) thiazole-5-carboxylic acid. The reaction mixture is stirred at r.t. over night. The next day water is added and the mixture is extracted with EtOAc (3x). The organic layers are combined, dried over MgS04, filtered and the solvent is removed in vacuo. The crude product is purified by flash chromatography (silica gel, EtOAc). Then the product is added to EtOAc and washed with a saturated aq. NaHCO3 solution (3x), dried over MgSO4, filtered and the solvent is removed in vacuo. C24H25N3O4S (M= 451.5 g/mol) ESI-MS: 452 [M+Hf Rt (HPLC):0.92 min (method D), 14527-41-4

14527-41-4 5-Thiazolecarboxylic acid 84494, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEIMANN, Annekatrin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/170197; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica