Category: thiazole

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
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1849-73-6,7-Chlorobenzo[d]thiazole-2(3H)-thione,as a common compound, the synthetic route is as follows.

In a 3-necked round bottomed flask, containing a magnetic stirrer, 80 mg (0.36mmol) of delta-amino^-bromo-i -methyl-I H-imidazole^- carboxamide, 0.16 g (1.83 mmol) of LiBr, 98 mg (0.80 mmol) of potassium te/t-butoxide and 8.85g (64mmol) of 7-chloro-benzothiazole-2-thiol were weighted. The flask was purged with argon and 6ml of distilled DMF were added by syringe. The resulting suspension was stirred overnight at 13O0C. After this, the solvent was removed under high vacuum and the crude was purified through flash chromatography (SiO2, CH2CI2/MeOH : 96/4 affording the 5-amino-2-(7- chloro-benzothiazol-2-ylsulfanyl)-1 -methyl-1 H-imidazole-4-carboxamide compound (38 mg, 31 percent) as a foam. 1H-NMR [CD3OD, delta, ppm]: 7.81 (m, 1 H), 7.48 (m, 1 H), 7.42 (m, 1 H), 3.56 (s, 3H, CH3). MS (El, m/z) 340 (M++1 )., 1849-73-6

As the paragraph descriping shows that 1849-73-6 is playing an increasingly important role.

Reference：
Patent; CRYSTAX PHARMACEUTICALS, S.L.; WO2009/7399; (2009); A1;,
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824403-26-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.824403-26-1,5-Bromo-2-chlorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

To a solution of 5-bromo-2-chlorobenzo[cf]thiazole (0.9 g, 3.62 mmol) in ethanol (12 ml), was added 4 M methyl amine solution (1 ml_) and the reaction mixture was heated at 150 C for 45 min using a Biotage microwave. The reaction mixture was cooled to room temperature. The solvent was removed under reduced pressure, and the crude reaction mixture was purified by flash column chromatography using hexane: ethyl acetate (50:50) to afford the title compound as a solid (0.57 g, 65%).1H-NMR (400 MHz, CDCI3) d = 7.68 (t, J = 2.0 Hz, 1 H), 7.46 (d, J = 8.3 Hz, 1 H), 7.29 (d, J = 0.7 Hz, 1 H), 7.22 (dd, J = 8.4, 1.9 Hz, 1 H), 5.90 (s, 1 H), 3.13 (s, 3H).

824403-26-1 5-Bromo-2-chlorobenzo[d]thiazole 20251269, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; AC IMMUNE SA; NAMPALLY, Sreenivasachary; GABELLIERI, Emanuele; MOLETTE, Jerome; (0 pag.)WO2019/233883; (2019); A1;,
Thiazole | C3H3NS – PubChem
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.40283-41-8,2-Aminothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

A solution of 2-amino-1,3-thiazole-4-carboxylic acid (85 mg, 0.59 mmol), TBTU (227 mg, 0.708 mmol), tert-butylpiperidin-4-ylcarbamate (236 mg, 1.18 mmol) and DIPEA (0.403 mL, 2.36 mmol) in dry DME (5 mL) was let understirring at rt overnight. The mixture was then diluted with EtOAc, washed with a saturated solution of NaHCO3, water and brine, dried over Na2SO4 and filtered. The title compound was purified by column chromatography (eluant DCM:MeOH = 98:2) and isolated as light yellow solid (147 mg, 77%).1H NMR (500 MHz, DMSO-d6) ppm 1.21 – 1.32 (m, 2 H) 1.38 (s, 9 H) 1.65- 1.81 (m, 2 H) 2.71 -2.90 (m, 1 H) 2.96- 3.15 (m, 1 H) 3.44 -3.57 (m, 1 H) 4.21 -4.32 (m, 2 H) 6.88 (d, J=7.93 Hz, 1 H) 6.92 (s, 1 H) 7.10 (s, 2 H).HRMS (ESI+): calcd. for C14H23N403S [M + H] 327.1486; found 327.1473., 40283-41-8

The synthetic route of 40283-41-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; CASALE, Elena; CORTI, Emliana; GNOCCHI, Paola; NESI, Marcella; ORRENIUS, Sten, Christian; QUARTIERI, Francesca; RICCARDI SIRTORI, Federico; (138 pag.)WO2018/19681; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

119778-44-8, 4-Ethyl-2-methylthiazole-5-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 7 In a similar apparatus to Example 1, 8.6 g (0.05 mole) of 2-methyl-4-ethylthiazole-5carboxylic acid were suspended in 200 ml of toluene. Under heating and reflux, phosgene was blown at a rate of 340 ml/hr for 12 hours (0.18 mole). After completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated to obtain 9.2 g of 2-methyl-4-ethylthiazole-5-carboxylic acid chloride. Its purity and yield were 96.0% and 96.6%, respectively. NMR (deltaCDCl 3/TMS, ppm): 1.25(3H,t,J=8Hz), 2.46(3H,s), 3.06(2H,q,J=8Hz)., 119778-44-8

As the paragraph descriping shows that 119778-44-8 is playing an increasingly important role.

Reference：
Patent; Mitsui Toatsu Chemicals, Inc.; US5136042; (1992); A;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1011-40-1,2-Phenylthiazole-5-carbaldehyde,as a common compound, the synthetic route is as follows.

To a solution of 2-phenylthiazole-5-carbaldehyde 38e (0.567 g, 3 mmoL) in 15 mL THF was added a THF solution of 3,4,5-trimethoxyphenylmagnesiumbromide (0.5 N, 6.5 mL, 3.25 mmol) at 0 C. The mixture was allowed to stir for 30 min and quenched with satd. NH4C1, extracted with ethyl ether, dried with MgS04. The solvent was removed under reduced pressure to yield a crude product, which was purified by column chromatography to obtain pure compound 40e (72.9 %). 1H NMR (CDCI3) delta 7.90 (m, 2 H), 7.64 (s, 1 H), 7.41 (m, 3 H), 6.69 (s, br, 2 H), 6.04 (s, 1 H), 3.86 (s, 6 H), 3.85 (s, 3 H), 1.57 (d, 1 H, J = 5.5 Hz); MS (ESI) m/z 358.1 (M + Na)+.

1011-40-1, 1011-40-1 2-Phenylthiazole-5-carbaldehyde 2763706, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; GTX, INC.; UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; DALTON, James, T.; MILLER, Duane, D.; AHN, Sunjoo; CHEN, Jianjun; DUKE, Charles; LI, Chien-ming; LI, Wei; LU, Yan; WANG, Zhao; WO2011/109059; (2011); 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.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

933720-87-7,933720-87-7, 2-Bromo-4-methylthiazole-5-carbaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATION 991-(2-Bromo-4-meth lthiazol-5-yl)ethanolTo a mixture of 2-bromo-4-methylthiazole-5-carbaldehyde of preparation 98 (1.8 g, 8.8 mmol) in dry THF (50 mL) was added dropwise MeMgBr in EfeO (3M, 2.9 mL, 8.8 mmol) at -40C under N2. After the addition, the mixture was stirred at room temperature for 1 hr. TLC (petroleum ether/EtOAc = 5:1 ) showed most of the starting material was consumed. To the reaction mixture was added saturated NH4CI (60 mL). The mixture was extracted with EtOAc (50 ml_x2). The combined organic layers were washed with brine (80 mL), dried over sodium sulfate and concentrated in vacuum. The residue was purified by a Biotage silica gel cartridge (EA/PE 48%, Rf = 0.5) to give the titlecompound as a yellow oil (1.7 g, 87%).1H NMR (400 MHz, CDCI3): delta ppm 5.09-5.06 (q, 1 H), 2.29-2.28 (d, 4H), 1.46-1.45 (d, 3H). MS: m/z 223.6 [MH]+.

As the paragraph descriping shows that 933720-87-7 is playing an increasingly important role.

Reference：
Patent; PFIZER INC.; BUNNAGE, Mark, Edward; COOK, Andrew, Simon; CUI, Jingrong, Jean; DACK, Kevin, Neil; DEAL, Judith, Gail; GU, Danlin; HE, Mingying; JOHNSON, Patrick, Stephen; JOHNSON, Ted, William; LE, Phuong, Thi, Quy; PALMER, Cynthia, Louise; SHEN, Hong; WO2011/138751; (2011); A2;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14190-59-1,Thiazole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Benzoic aldehyde (25mmol) was added to the 25percent ammonia water solution (20mL) containing potassium cyanide (KCN) (30mmol) and ammonium chloride (37.5mmol). The resulted mixture was stirred for 56 hours, and the reaction was tracked by TLC. The reactant was extracted with dichloromethane. Then the extract was dried over magnesium sulphate (MgSO4), and the solvent was concentrated to obtain compound 9 (2.9g, yield 90percent). Compound 9 (6mmol) was mixed with EDC (7.8mmol), DMAP (0.6mmol) and thiazole-2-formic acid (6mmol). The resulted mixture was cooled under ice bath (0°C), subsequently DMF was added thereto (15mL). The progress of reaction was tracked by TLC. After the reaction was completed, the reactant was diluted with water, and extracted with ethyl acetate. The solvent was removed completely by concentration, and compound 10 was obtained by separation through column chromatograph (0.76g, yield 50). Compound 10 (3.1mmol) was mixed with triphenylphosphine (Ph3P) (7.75mmol) and carbon tetrachloride (CCl4) (7.75mmol), and the resulted mixture was dissolved in acetonitrile (20mL). The reaction was conducted at 45°C and tracked by TLC. After the reaction was completed, the solvent was removed by concentration, and compound 11 (Wang261) (yield 60percent) was obtained by separation through column chromatograph with petroleum ether/ ethyl acetate (volume ratio 5:1)., 14190-59-1

The synthetic route of 14190-59-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; EP1889843; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica