Category: 31785-05-4

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.

A solution of ethyl 5-amino-2-methylthiazole-4-carboxylate (1.7 g, 9.0 mmol), 1-bromo-2- methoxyethane (1.2 g, 9.0 mmol) and Cs2CO3 (4.4 g, 13.5 mmol) in DMF (10 mL) was heated to 50C for 7 hours and then cooled to r.t. The crude product was purified by reverse phase C18 column chromatography (MeCN/H2O) to give ethyl 5-((2-methoxyethyl)amino)-2- methylthiazole-4-carboxylate as an orange oil (850 mg, 3.48 mmol, 39%). ESI-MS m/z: 245.2 [M+H]+., 31785-05-4

As the paragraph descriping shows that 31785-05-4 is playing an increasingly important role.

Reference：
Patent; ENANTA PHARMACEUTICALS, INC.; SHOOK, Brian, C.; KIM, In, Jong; BLAISDELL, Thomas, P.; YU, Jianming; PANARESE, Joseph; LIN, Kai; RHODIN, Michael, H.J.; McALLISTER, Nicole, V.; OR, Yat, Sun; (447 pag.)WO2019/67864; (2019); 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.31785-05-4,Ethyl 5-amino-2-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

31785-05-4, To a solution of 5-amino-2-methyl-thiazole-4-carboxylic acid ethyl ester (15.0 g, 0.081 mol) in DCM (550 mL) was added chlorosulfonyl isocyanate (8.92 mL, 0.102 mol) dropwise at -78 0C. The thick suspension was allowed to warm to RT and stirred for 45 minutes. The resulting precipitate was collected by filtration and dried in vacuo. The resultant white solid was suspended in an aqueous solution of HCl (6 M, 400 mL) and heated at 90 C for 1 h. The resulting solution was cooled to 0 C and pH adjusted to 5 with an aqueous solution of NaOH (6 M). The resultant precipitate was collected by filtration and dried in vacuo at 60 C for 36 h to give the title compound (16.4 g, 89 %). [M + H]+ 230.0

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

Reference：
Patent; F.HOFFMANN-LA ROCHE AG; WO2008/152390; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

31785-05-4, Ethyl 5-amino-2-methylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of ethyl 5-amino-2-methylthiazole-4-carboxylate (1.7 g, 9.0 mmol), 1-bromo-2- methoxyethane (1.2 g, 9.0 mmol) and C52CO3 (4.4 g, 13.5 mmol) in DMF (10 mL) was heatedto 50 C for 7 hours and then cooled to r.t. The crude product was purified by reverse phaseC18 column chromatography (MeCN/H20) to give ethyl 5-((2-methoxyethyl)amino)-2-methylthiazole-4-carboxylate as an orange oil (850 mg, 3.48 mmol, 39%). ESI-MS m/z: 245.2[M+Hj ., 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; ENANTA PHARMACEUTICALS, INC.; SHOOK, Brian, C.; KIM, In, Jong; BLAISDELL, Thomas, P.; YU, Jianming; PANARESE, Joseph; OR, Yat, Sun; (434 pag.)WO2017/15449; (2017); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

31785-05-4, Ethyl 5-amino-2-methylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of compound 2 (5-amino-2-methylthiazolor5,4-o1pyrimidin-7-ol): 5-amino-2-methyl-thiazole-4-carboxylic acid ethyl ester (compound 1) (31.3 g. 0.168 mol) and cyanamide (17.5 g, 0.416 mol) were dissolved in dioxane (150 ml_, pre-dried using 4 A molecular sieves). In addition, drop wise 4 N HCI in dioxane (200 ml) was added over 15 minutes and the mixture was heated to reflux and vigorously stirred, for 5 days. The volatiles were evaporated to dryness and the crude product (55 g) was used without any further purification in the next step.

31785-05-4, The synthetic route of 31785-05-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PFIZER PRODUCTS INC.; WO2008/59368; (2008); A2;,
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.,31785-05-4

Add a solution of ethyl 5-amino-2-methylthiazole-4-carboxylate (120g; 645 mmol) and 2-fluoronitrobenzene (68 mL; 645 mmol) in dimethylsulphoxide [(1L)] to a 2L 3-necked RB flask equipped with reflux condenser, thermometer, mechanical stirrer. Add lithium hydroxide monohydrate (54 g; 1290 mmol) to the solution and heat at [50C] for 3 hours under nitrogen. Cool the purple solution and pour onto ice/water, allow to stir for one hour, filter and wash with water, dry at [50C] under reduced pressure to give 190 g (96%) as an orange solid: mass spectrum (m/e): 308 (M+1) [; 1HNMR (300MHZ, DMSO-D6,] ppm): [8] 1.25 (tr, 3H), 2.56 (s, 3H), 4.25 (q, 2H), 7.20 (m, [1H),] 7.78 (m, 2H), 8.20 (d, 1H), 11.42 (s, 1H, NH). [13CNMR] (75MHz, DMSO, ppm): [5] 24.4, 29.2, 71.2, 127.8, 132.5, 132.8, 137.8, 146.5, 147.0, 147.5, 160.2, 161.5, 173.7. Formula : C13H13N3O4S.

As the paragraph descriping shows that 31785-05-4 is playing an increasingly important role.

Reference：
Patent; ELI LILLY AND COMPANY; WO2004/14895; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

31785-05-4, Ethyl 5-amino-2-methylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

B) A Schlenck flask was charged with 5-amino-2-methyl-thiazole-4-carboxylic acid ethyl ester (0.33 g, 1.80 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos) (0.15 g, 0.26 mmol) and palladium dibenzylideneacetone (Pd2dba3)-chloroform complex (0.08 g, 0.08 mmol). Degassed dioxane (6.00 ml) was added, followed by 3-bromopyridine (0.23 g, 1.50 mmol). The flask was subjected to 5 cycles of evacuation and backfiring with argon. The reaction mixture was then transferred under argon to a microwave vial containing cesium carbonate (0.84 g, 2.60 mmol). The vial was then irradiated in a microwave oven at 150 C. for 10 min. The mixture was diluted with THF and the solids filtered, washing with THF. The filtrate was evaporated and the residue purified by flash chromatography (ethyl acetate/methanol) to yield 2-methyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid ethyl ester (0.25 g, 65%) as a light yellow solid, 31785-05-4

As the paragraph descriping shows that 31785-05-4 is playing an increasingly important role.

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

31785-05-4, Ethyl 5-amino-2-methylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 22: Compound 52 5-Amino-2-methyl-thiazole-4-carboxylic acid ethyl ester (150mg, 0.806mmol) was dissolved in dichloromethane (3ml_). To this, pyridine (0.195ml_, 2.42mmol) was added at room temperature. To this, benzenesulfonyl chloride (171 mg, 0.967mmol) was added at room temperature and stirred for 16 hours. The mixture was concentrated in vacuo, diluted with water and extracted with ethyl acetate. The organic layer was dried with Na2S04, filtered and concentrated in vacuo to dryness. The residue was dissolved in tetrahydrofuran (3ml_) and water (1 ml_). To this, lithium hydroxide monohydrate (101 mg, 2.41 mmol) was added at room temperature and stirred for 12 hours. The mixture was concentrated in vacuo and diluted with water. The mixture was acidified with 1 N hydrochloric acid solution. The product was collected by filtration, washed with diethyl ether and dried under vacuum to give Compound 52 (28mg). 1 H NMR (DMSO-de) delta: 7.85-7.75 (2H, m), 7.70-7.62 (1 H, m), 7.62-7.54 (2H, m), 2.75 (3H, obs) LCMS (Method 30) Rt 4.63 min; m/z(M-H)” 297

31785-05-4, As the paragraph descriping shows that 31785-05-4 is playing an increasingly important role.

Reference：
Patent; ANTABIO SAS; LEMONNIER, Marc; DAVIES, David; PALLIN, David; WO2014/198849; (2014); 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.31785-05-4,Ethyl 5-amino-2-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

B) A microwave vial was charged with 5-amino-2-methyl-thiazole-4-carboxylic acid ethyl ester (0.300 g, 1.61 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos) (0.28 g, 0.48 mmol) and palladium dibenzylideneacetone (Pd2dba3)-chloroform complex (0.17 g, 0.16 mmol). Degassed dioxane (15.00 ml) was added, followed by 3-bromobenzenesulfonamide (0.38 g, 1.61 mmol) and cesium carbonate (0.93 g, 2.87 mmol) The vial was then irradiated in a microwave oven at 150 C. for 15 min. The mixture was diluted with THF and the solids filtered, washing with THF. The filtrate was evaporated and the residue purified by flash chromatography (heptane ethyl acetate) to yield 2-methyl-5-(3-sulfamoyl-phenylamino)-thiazole-4-carboxylic acid ethyl ester (0.13 g, 24%) as an off-white solid

31785-05-4, As the paragraph descriping shows that 31785-05-4 is playing an increasingly important role.

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

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

31785-05-4, Ethyl 5-amino-2-methylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-chloro-N-cyclopropyl-8-((4-methoxybenzyl)(methyl)ammno)imidazo[ 1,2- bjpyridazine-3-carboxamide (id) (44 mg, 0.114 mmol), ethyl 5-amino-2-methylthiazole-4-carboxylate (84a) (31.9 mg, 0.171 mmol), and BrettPhos (12.24 mg, 0.023 mmol) were added to a flask and that was subsequently flushed with nitrogen. N,Ndimethylacetamide (1 mL) was added and the heterogeneous mixture was sparged with nitrogen for a few minutes. Cesium carbonate (111 mg, 0.342 mmol) and Pd2dba3 (20.88 mg, 0.023 mmol) were added, and the resulting mixture was then heated to 115 Covernight. After cooling to rt, water (15 ml) was added and the resulting mixture was extracted with EtOAc (3 x 40 ml). The combined organic layers were washed with 10% LiC1 (40 ml), brine (40 ml), dried over sodium sulfate. This solution was filtered, concentrated, and purified by flash chromatography eluting with 0-100% EtOAc in hexanes on a 12g column. The clean fractions were concentrated to afford ethyl 5-((3- (cyclopropylcarbamoyl)-8-((4-methoxybenzyl)(methyl)amino)imidazo[ 1 ,2-bj pyridazin-6- yl)amino)-2-methylthiazole-4-carboxylate (84b) (51 mg, 0.095 mmol, 83 % yield) as a tan solid. LC retention time 0.98 mm [Al. MS (E+) m/z: 536 (MH)., 31785-05-4

The synthetic route of 31785-05-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; SPERGEL, Steven, H.; MERTZMAN, Michael, E.; (132 pag.)WO2018/67432; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica