Analyzing the synthesis route of 14527-44-7

14527-44-7 Methyl thiazole-5-carboxylate 331117, athiazole compound, is more and more widely used in various fields.

14527-44-7, Methyl thiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Part C Preparation of 5-thiazolemethanol To a solution of 11.73 g (82 mmol) of methyl 5-thiazolylcarboxylate in 105 mL of anhydrous tetrahydrofuran at 0 C. under nitrogen, was added 90 mL (90 mmol) of a 1.0M lithium aluminum hydride solution in diethyl ether over a 35 minute period. After stirring at room temperature for 30 minutes, the solution was cooled to 0 C., and carefully quenched by the addition of 3 mL of water, 3 mL of 20% sodium hydroxide solution, and 6 mL of water, then 100 mL of tetrahydrofuran was added. After stirring for 1 hour, the mixture was filtered, the solid was washed with tetrahydrofuran, and the filtrate concentrated to afford 7.56 g of 5-thiazolylmethanol., 14527-44-7

14527-44-7 Methyl thiazole-5-carboxylate 331117, athiazole compound, is more and more widely used in various fields.

Reference:
Patent; G.D. Searle & Co.; US6046190; (2000); A;,
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Thiazole | chemical compound | Britannica

Simple exploration of 3622-35-3

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

3622-35-3, Benzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 36 Benzothiazol-6-yl- { (S)-3- [3- (4-fluoro-phenyl)-1, 2, 4-oxadiazol-5-yl]-piperidin-1-yl}- methanone; A mixture of S-3- [3- (4-fluoro-phenyl)- [1, 2, 4] oxadiazol-5-yl]-piperidine hydrochloride (100 mg, 0.35 mmol, already prepared before in the Example 12), benzothiazole-6-carboxylic acid (70 mg, 0.38 mmol), HOAT (72 mg, 0. 52 mmol), PS- DCC (ex Argonaut Technologies, 0.59 g, 0.70 mmol, loading = 1. 2 mmol/g) and DIEA (90 mL, 0.52 mmol) in dry dichloromethane (6 mL) was kept overnight under orbital shaking (IKA Vibrax VXR). The resin was filtered off and washed repeatedly with dichloromethane; the filtrate was washed with HCl 1N (10 mL x 2 times) and with K2CO3 5% (aq. ) (10 mL x 2 times), then was dried over sodium sulphate and evaporated under reduced pressure. The crude was purified by flash chromatography (silica gel, eluent: DCM/MeOH 95/5) to give 50 mg ofbenzothiazol-6-yl- { (S)-3- [3- (4-fluoro-phenyl)-1, 2, 4-oxadiazol-5-yl]-piperidin-1-yl}-methanone. Yield: 35 % (white powder); mp=63-64C ; [a] D20 = +105 (c=1.0, CHCl3) ; LCMS (Tr): 5.39 min (Method A); MS (ES+) gave m/z : 409.1. ‘H-NMR (CDC13, 300 MHz), 8 (ppm): 9. 08 (s, 1H); 8.17 (d, 1H); 8. 07 (d, 1H); 8. 05 (m, 2H); 7.57 (dd, 1H); 7.16 (dd, 2H); 5.00-3. 71 (m br, 2H); 3.58 (m, 1H); 3.31 (m, 2H); 2.35 (m, 1H) ; 2.10-1. 87 (m, 2H); 1.72 (m, 1H)., 3622-35-3

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

Reference:
Patent; ADDEX PHARMACEUTICALS SA; WO2005/44797; (2005); A1;,
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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;,
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Brief introduction of 40283-41-8

The synthetic route of 40283-41-8 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.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;,
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Simple exploration of 119778-44-8

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

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

Analyzing the synthesis route of 1011-40-1

1011-40-1, 1011-40-1 2-Phenylthiazole-5-carbaldehyde 2763706, 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.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

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;,
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Thiazole | chemical compound | Britannica

Downstream synthetic route of 31785-05-4

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

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;,
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Thiazole | chemical compound | Britannica

New learning discoveries about 14190-59-1

The synthetic route of 14190-59-1 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.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;,
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Thiazole | chemical compound | Britannica

Some tips on 182344-56-5

As the paragraph descriping shows that 182344-56-5 is playing an increasingly important role.

182344-56-5, 2-Chloro-4-fluorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 162 (+)-(4aR)-(10bR)-4-methyl-8-(4-fluoro-2-benzothiazolylthio)-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one STR179 A 15 mL round bottom flask was charged with (+)-(4aR)-(10bR)-4-methyl-8-mercapto-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one (100 mg, 0.38 mmol), potassium carbonate (158 mg, 1.14 mmol), 2-chloro-4-fluoro benzothiazole (86 mg, 0.46 mmol and 1 mL of anhydrous dimethylformamide, fitted with a reflux condenser, and the stirred mixture was heated at 60, under nitrogen, for 48 h. The mixture was cooled, diluted with ethyl acetate (75 mL) and washed with brine (2*25 mL). The combined organic extracts were dried over sodium sulfate, concentrated, and purified by silica gel chromatography (80% ethyl acetate/hexanes eluent) to give 91 mg (58%) of the title compound as an amorphous solid. mp 140-145. FDMS: m/e=412. alpha[D]589 =+70.06 (c=0.52, chloroform)., 182344-56-5

As the paragraph descriping shows that 182344-56-5 is playing an increasingly important role.

Reference:
Patent; Eli Lilly and Company; US5578724; (1996); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica