Simple exploration of 64987-16-2

The synthetic route of 64987-16-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64987-16-2,Methyl 2-(2-aminothiazol-4-yl)acetate,as a common compound, the synthetic route is as follows.

64987-16-2, A solution of 10 (1.044 g, 5.00 mmol) and Na2CO3 (0.530 g,5.00 mmol) in DMF (20 mL) was stirred at room temperature for 15 min. 2,2,2-Trichloro-1-(4,5-dibromo-1H-pyrrol-2-yl)ethan-1-one (1.852 g, 5.00 mmol) was added and mixture was stirred at 80 C overnight. Solvent was removed under reduced pressure, residue was suspended in ethyl acetate (60 mL) and successively washed with 10% citric acid (2 x 30 mL), saturated aqueous NaHCO3 solution (2 x 30 mL) and brine (30 mL), dried over Na2SO4, filtered and the solvent removed under reduced pressure. The crude product was recrystallized from methanol. Yield: 1.630 g (77.0%); white crystals; m.p. 200-202 C; IR (ATR) nu 3352, 3232, 3129, 2982, 1698, 1650, 1543, 1505, 1442, 1410, 1368, 1274,1218, 1172, 1116, 1085, 1010, 980, 886, 854, 823, 782, 729,687 cm-1; 1H NMR (400 MHz, DMSO-d6): delta 3.63 (s, 3H, CH3), 3.75 (s, 2H, CH2), 7.04 (s, 1H, thiazole-H), 7.45 (d, 1H, J = 2.6 Hz, pyrrole-H), 12.42 (s, 1H, NH), 13.12 (s, 1H, NH) ppm; 13C NMR (100 MHz, DMSO-d6): delta 36.4, 51.7, 98.8, 107.8, 110.8, 115.4, 125.8, 143.7, 156.6, 157.8, 170.5 ppm; HRMS (ESI-) m/z for C11H8N3O3SBr2 ([M-H]-): calcd 419.8653, found 419.8650; HPLC: method A, tr 13.09 min (95.4% at 254 nm).

The synthetic route of 64987-16-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Toma?i?, Tihomir; Mirt, Matic; Baran?okova, Michaela; Ila?, Janez; Zidar, Nace; Tammela, Paeivi; Kikelj, Danijel; Bioorganic and Medicinal Chemistry; vol. 25; 1; (2017); p. 338 – 349;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Some tips on 64987-16-2

The synthetic route of 64987-16-2 has been constantly updated, and we look forward to future research findings.

64987-16-2, Methyl 2-(2-aminothiazol-4-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

64987-16-2, A solution of methyl 2-(2-aminothiazol-4-yl)acetate (3.56 g, 20.7 mmol) and DMAP (0.25 g, 2.07 mmol) in pyridine (16.74 ml_, 207 mmol) was cooled to 0 C whereupon methanesulfonyl chloride (1.61 ml_, 20.70 mmol) was added dropwise. The yellow solution was allowed to warm to RT and stirred for 1 hr then added to 1 M HCI (aq, 228 ml.) and stirred for 30 min. The resulting precipitate was then filtered and washed with Et20 (10 ml.) to afford a yellow solid. This was slurried in Et20 (20 ml.) and filtered to afford methyl 2-(2-(methylsulfonamido)thiazol-4-yl)acetate (3.56 g, 13.94 mmol, 67 % yield) as a colourless solid; Rt 0.83 min (HPLC acidic); m/z 251 (M+H)+ (ES+); 249 (M-H)- (ES-); 1H NMR (400 MHz, DMSO-d6) d 12.47 (s, 1 H), 6.60 (s, 1 H), 3.67 (d, J = 0.9 Hz, 2H), 3.66 (s, 3H), 2.90 (s, 3H).

The synthetic route of 64987-16-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; STEP PHARMA S.A.S.; QUDDUS, Abdul; NOVAK, Andrew; COUSIN, David; CHATZOPOULOU, Elli; BLACKHAM, Emma; JONES, Geraint; THOMAS, Jennifer; WRIGGLESWORTH, Joseph; DUFFY, Lorna; BIRCH, Louise; GEORGE, Pascal; AHMED, Saleh; (277 pag.)WO2019/106156; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Simple exploration of 64987-16-2

The synthetic route of 64987-16-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64987-16-2,Methyl 2-(2-aminothiazol-4-yl)acetate,as a common compound, the synthetic route is as follows.,64987-16-2

Step B: methyl 2-(2-(tert-butoxycarbonylamino)thiazol-4-yl)acetate A solution of di-tert-butyl dicarbonate (279 mg, 1.28 mmol) in toluene (3 ml) was added a vessel containing methyl 2-(2-aminothiazol-4-yl)acetate (200 mg, 1.16mmol), the reaction mixture was heated at 85 C for 24h. LCMS showed that the desired product was detected, the mixture was concentrated to give the residue, the residue was purified by a standard method to give the desired product. LC-MS : m/z (M+H)= 273.3

The synthetic route of 64987-16-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; LEMIEUX, Rene M.; POPOVICI-MULLER, Janeta; SALITURO, Francesco G.; SAUNDERS, Jeffrey O.; TRAVINS, Jeremey; CHEN, Yongsheng; WO2014/79150; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Brief introduction of 64987-16-2

As the paragraph descriping shows that 64987-16-2 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64987-16-2,Methyl 2-(2-aminothiazol-4-yl)acetate,as a common compound, the synthetic route is as follows.,64987-16-2

Methyl-2-amino-4-thiazolacetate (420 mg, 2.5 mmol) was added to a solution of 2-methylnicotinaldehyde (300 mg, 2.5 mmol) in 1,2-dichloroethane (5 mL), followed by sodium triacetoxyborohydride (1.0 g, 5.0 mmol) at 0. The reaction mixture was allowed to come to rt and stirred for 10 h. The reaction mixture was quenched with 10% aqueous NaHCO3 solution and extracted with EtOAc. The combined extracts were dried over anhydrous sodium sulfate. Solvent was removed under reduced pressure and the crude product was purified by column chromatography (silica gel 60-120 mesh, eluent 5-10% MeOH in CH2Cl2) to afford methyl 2-(2-(((2-methylpyridin-3-yl)methyl)amino)thiazol-4-yl)acetate (80 mg) along with (2-methyl-pyridin-3-yl)-methanol as mixture. TLC: 100% EtOAc, Rf = 0.3. LC-MS purity >40%

As the paragraph descriping shows that 64987-16-2 is playing an increasingly important role.

Reference:
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19621; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 64987-16-2

64987-16-2 Methyl 2-(2-aminothiazol-4-yl)acetate 738059, athiazole compound, is more and more widely used in various fields.

64987-16-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64987-16-2,Methyl 2-(2-aminothiazol-4-yl)acetate,as a common compound, the synthetic route is as follows.

Step B: methyl 2-(2-(tert-butoxycarbonylamino)thiazol-4-yl)acetate A solution of di-tert-butyl dicarbonate (279 mg, 1.28 mmol) in toluene (3 ml) was added a vessel containing methyl 2-(2-aminothiazol-4-yl)acetate (200 mg, 1.16 mmol), the reaction mixture was heated at 85 C. for 24 h. LCMS showed that the desired product was detected, the mixture was concentrated to give the residue, the residue was purified by a standard method to give the desired product. LC-MS: m/z (M+H)=273.3

64987-16-2 Methyl 2-(2-aminothiazol-4-yl)acetate 738059, athiazole compound, is more and more widely used in various fields.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC; Lemieux, Rene M.; Popovici-Muller, Janeta; Salituro, Francesco G.; Saunders, Jeffrey O.; Travins, Jeremy; Chen, Yongsheng; US2014/142081; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 64987-16-2

64987-16-2 Methyl 2-(2-aminothiazol-4-yl)acetate 738059, athiazole compound, is more and more widely used in various fields.

64987-16-2, Methyl 2-(2-aminothiazol-4-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,64987-16-2

Step A: methyl 2-(2-bromothiazol-4-yl)acetate Methyl 2-(2-aminothiazol-4-yl)acetate (5 g, 26.8 mmol) was added under nitrogen to a solution of copper(11) bromide (6.77 g, 30 mmol) and f-butyl nitrite (4.79 ml, 40 mmol) in acetonitrile (20 ml) at -20 C. The reaction mixture was slowly warmed to room temperature and stirred for two hours. The solution was then diluted with diethyl ether and washed with 25 ml of 10 percent hydrochloric acid solution; the aqueous phase was extracted with 20 ml of diethyl ether. The combined organic phases were dried and evaporated to dryness. The residue was purified by a standard method to yield the title compound. LC-MS: m/z (M+H)==235.9

64987-16-2 Methyl 2-(2-aminothiazol-4-yl)acetate 738059, athiazole compound, is more and more widely used in various fields.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC; Lemieux, Rene M.; Popovici-Muller, Janeta; Salituro, Francesco G.; Saunders, Jeffrey O.; Travins, Jeremy; Chen, Yongsheng; US2014/142081; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 64987-16-2

64987-16-2 Methyl 2-(2-aminothiazol-4-yl)acetate 738059, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64987-16-2,Methyl 2-(2-aminothiazol-4-yl)acetate,as a common compound, the synthetic route is as follows.

A solution of methyl 2-(2-aminothiazol-4-yl)acetate (6.7 g, 38.9 mmol) and cyclopropanesulfonyl chloride (4.33 mL, 42.8 mmol) in pyridine (19 ml.) was warmed to 40 C and stirred for 18 hrs. The reaction mixture was diluted with pyridine (10 mL) and DMSO (40 mL) and the crude product was purified by chromatography on C18-RP silica gel (330 g column, 10-20% MeCN/10 mM Ammonium bicarbonate) to afford the required product. This was then triturated with MeOH (20 mL) and filtered to afford methyl 2-(2-(cyclopropanesulfonamido)thiazol-4-yl)acetate (2.4 g, 8.51 mmol, 22 % yield) as a colourless solid; Rt 0.69 min (UPLC acidic); m/z 277 (M+H)+ (ES+); 1H NMR (400 MHz, DMSO-d6) d 12.52 (s, 1 H), 6.57 (s, 1 H), 3.67 (s, 2H), 3.66 (s, 3H), 2.62 – 2.54 (m, 1 H), 0.91 – 0.88 (m, 4H)., 64987-16-2

64987-16-2 Methyl 2-(2-aminothiazol-4-yl)acetate 738059, athiazole compound, is more and more widely used in various fields.

Reference:
Patent; STEP PHARMA S.A.S.; QUDDUS, Abdul; NOVAK, Andrew; COUSIN, David; CHATZOPOULOU, Elli; BLACKHAM, Emma; JONES, Geraint; THOMAS, Jennifer; WRIGGLESWORTH, Joseph; DUFFY, Lorna; BIRCH, Louise; GEORGE, Pascal; AHMED, Saleh; (277 pag.)WO2019/106156; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 64987-16-2

64987-16-2 Methyl 2-(2-aminothiazol-4-yl)acetate 738059, athiazole compound, is more and more widely used in various fields.

64987-16-2, Methyl 2-(2-aminothiazol-4-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,64987-16-2

Obtained in 96% yield as a white crystalline solid by treatment of methyl 2-amino-4-thiazolylacetate with trityl chloride and TEA in DCM for 15 h and successive crystallization of the crude product from diisopropyl ether; mp 177 C; 1H NMR (CDCl3) delta 7.25-7.34 (m, 15H), 6.22 (s, 1H), 3.76 (s, 3H), 3.66 (s, 2H).

64987-16-2 Methyl 2-(2-aminothiazol-4-yl)acetate 738059, athiazole compound, is more and more widely used in various fields.

Reference:
Article; Bolchi, Cristiano; Pallavicini, Marco; Bernini, Sergio K.; Chiodini, Giuseppe; Corsini, Alberto; Ferri, Nicola; Fumagalli, Laura; Straniero, Valentina; Valoti, Ermanno; Bioorganic and Medicinal Chemistry Letters; vol. 21; 18; (2011); p. 5408 – 5412;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 64987-16-2

As the paragraph descriping shows that 64987-16-2 is playing an increasingly important role.

64987-16-2,64987-16-2, Methyl 2-(2-aminothiazol-4-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of di-tert-butyl dicarbonate (279 mg, 1.28 mmol) in toluene (3 ml) was added a vessel containing methyl 2-(2-aminothiazol-4-yl)acetate (200 mg, 1.16mmol), the reaction mixture was heated at 85 C for 24h. LCMS showed that the desired product was detected, the mixture was concentrated to give the residue, the residue was purified by a standard method to give the desired product. LC-MS : m/z (M+H)= 273.3

As the paragraph descriping shows that 64987-16-2 is playing an increasingly important role.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; LEMIEUX, Rene M.; CHEN, Yongsheng; WO2014/79136; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 64987-16-2

As the paragraph descriping shows that 64987-16-2 is playing an increasingly important role.

64987-16-2, Methyl 2-(2-aminothiazol-4-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 250 mL three-neck flask, copper cyanide (7.28 g, 80 mmol) was successively added.Anhydrous acetonitrile (30mL),Tert-butyl nitrite(10 mL, 80 mmol),Raise the temperature to 50CA solution of 2-(2-aminothiazol-4-yl)acetic acid ethyl ester (7.5 g, 40 mmol) in anhydrous acetonitrile (20 mL) was added dropwise, and the addition was completed within 1 h and the reaction was continued for 2.5 h. The solvent is distilled off under reduced pressureThe crude product was purified by column chromatography (petroleum ether/ethyl acetate (V/V) = 25/1) to give a slightly yellow liquid (2 g, 25%)., 64987-16-2

As the paragraph descriping shows that 64987-16-2 is playing an increasingly important role.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Zhang Yingjun; Ren Qingyun; Liu Xinchang; Wang Chaolei; S ·geerdeman; (80 pag.)CN103664897; (2018); B;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica