New learning discoveries about 14527-41-4

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

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;,
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Downstream synthetic route of 131184-73-1

131184-73-1, The synthetic route of 131184-73-1 has been constantly updated, and we look forward to future research findings.

131184-73-1, (2-Aminothiazol-5-yl)methanol is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a DMF (4 mL) solution of (frans)-3-(quinolin-8-yloxy)cyclobutanecarboxylic acid (Intermediate 79) (80 mg, 0.33 mmol) was added HATU (150 mg, 0.395 mmol) and N,N- diisopropylethylamine (0.17 mL, 1 .0 mmol). After 5 minutes, (2-aminothiazol-5-yl)methanol (51 .4 mg, 0.395 mmol) was added, and the mixture was stirred for 3 h, quenched with water, extracted with EtOAc, dried over Na2SC>4, filtered and concentrated. The residue was purified on silica gel, eluting with a 0%-100% EtOAc:EtOH (3:1)-hexanes gradient to give the title compound (26 mg, 21 %). 1H NMR (400 MHz, CD3SOCD3) delta 2.39-2.51 (m, 2 H), 2.79 (qd, J = 7, 5 Hz, 2 H), 3.40-3.48 (m, 1 H), 4.57 (d, J = 5 Hz, 2 H), 5.00-5.10 (m, 1 H), 5.35 (t, J = 5 Hz, 1 H), 6.97 (dd, J = 1, 2 Hz, 1 H), 7.26 (s, 1 H), 7.42-7.59 (m, 3 H), 8.29 (dd, J = 8, 2 Hz, 1 H), 8.84 (dd, J = 4, 2 Hz, 1 H), 12.00 (s, 1 H); LC-MS (LC-ES) M+H = 356.

131184-73-1, The synthetic route of 131184-73-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, David Norman; GUO, Yu; HANCOCK, Ashley Paul; SCHULTE, Christie; SHEARER, Barry George; SMITH, Emilie Despagnet; STEWART, Eugene L.; THOMSON, Stephen Andrew; (556 pag.)WO2018/69863; (2018); A1;,
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Simple exploration of 40004-69-1

40004-69-1 2-Methyl-5-thiazolecarboxylic acid 98845, 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.40004-69-1,2-Methyl-5-thiazolecarboxylic acid,as a common compound, the synthetic route is as follows.

Synthesis of (F); To a 0¡ã C. solution of Compound (D) (41 mmol) and 2-methyl-thiazole-5-carboxylic acid (E) (6.0 g, 42 mmol), HOBT (7.9 g, 50 mmol) and HBTU (18.0 g, 50 mmol) in tetrahydrofuran (800 mL) was added a solution of N,N-diethylisopropylamine (50 g) in tetrahydrofuran (200 mL) over 5 minutes until its pH reached approximately 8.5. The resulting mixture was stirred at same temperature overnight. It was then quenched with saturated aqueous sodium bicarbonate solution (200 mL), and most of the solvents were removed under reduced pressure. The residual mixture was extracted with ethyl acetate (3.x.400 mL). The combined organic layers were washed with saturated aqueous sodium bicarbonate (200 mL) and brine (100 mL), dried over sodium sulfate and filtered through Celite-545. The solvents were removed under reduced pressure and residue was purified by flash chromatography (silica gel, ethyl acetate with 2percent methanol). Compound (F) (17.1 g) was isolated and characterized by LC/MS (LRMS (MH) m/z: 436.15)., 40004-69-1

40004-69-1 2-Methyl-5-thiazolecarboxylic acid 98845, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Onyx Therapeutics, Inc.; US2010/240903; (2010); A1;,
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Brief introduction of 1452-15-9

1452-15-9 4-Cyanothiazole 15069, 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.1452-15-9,4-Cyanothiazole,as a common compound, the synthetic route is as follows.

General procedure: Trifluoroacetic acid (4 mL) was added to a mixture of nitrile(1.0 mmol) and thiosemicarbazide (1.1 mmol). The reaction mixturewas stirred and refluxed for 6 h. Then, it was cooled to roomtemperature and aqueous ammonia was added. The precipitatedsolidwas filtered,washed with hot water and air-dried. It should benoted that the compounds f1-f35 were directly used for the nextreaction without further purification., 1452-15-9

1452-15-9 4-Cyanothiazole 15069, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Chen, Ya; Kirchmair, Johannes; Li, Xueyao; Ma, Guixing; Wu, Song; Xia, Jie; Xue, Wenjie; Zhang, Hongmin; European Journal of Medicinal Chemistry; vol. 188; (2020);,
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Analyzing the synthesis route of 541-58-2

541-58-2 2,4-Dimethylthiazole 10934, athiazole compound, is more and more widely used in various fields.

541-58-2, 2,4-Dimethylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The light source was a medium-pressure mercury lamp (500W) in a glass cooling water jacket to cut off light of wavelengths shorter than 300nm. The solution of phthalimide (2mmol, 0.025M) and N-vinyllactams or methylthiazoles (10mmol) in dichloromethane (80ml) was purged with argon(Ar) for 15min and then irradiated under continuous Ar purging. The reaction course was monitored by TLC. After the reaction, the solvent was removed under reduced pressure and the residue was purified by flash chromatography on a silica gel column with petroleum ether/ethyl acetate as eluents (gradient elution)., 541-58-2

541-58-2 2,4-Dimethylthiazole 10934, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Shen, Yong-Miao; Grampp, Guenter; Tao, Fei-Fei; He, Ning-De; Chen, Da-Qing; Ye, Miao; Journal of Photochemistry and Photobiology A: Chemistry; vol. 271; (2013); p. 85 – 92;,
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Brief introduction of 5464-79-9

5464-79-9 2-Amino-4-methoxybenzothiazole 21622, 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.5464-79-9,2-Amino-4-methoxybenzothiazole,as a common compound, the synthetic route is as follows.

5464-79-9, 2-Amino-4-methoxy-benzothiazole (1. 00 g, 5.54 mmol) was added to a stirred solution of polyphosphoric acid (85%, 40 ml) at 60 C. The resulting mixture was stirred at 60 C until all the benzothiazole had dissolved. The resulting solution was then cooled to-10 C and a solution of sodium nitrite (2.3 g, 33.3 mmol) in water (5 ml) was added so as to keep the internal temperature BELOW-4 C. After complete addition the resulting solution was added to a solution of hypophosphoric acid (50%, 15 ml) at 0 C. After the evolution of gas had ceased the mixture was diluted with water and basified with NAHC03 (sat). The aqueous solution was extracted with CHC13 (3 x 200 ML) with the combined organic extracts dried (MGSO4) and the solvent removed in vacuo. The resulting solid was recrystallised from EtOH: H20 to give an orange solid (300 mg). The liquor was concentrated and purified by flash chromatography eluting silica gel with hexane: EtOAc [4: 1] to hexane: EtOAc [1: 1] to give a further 210mg of product. RF = 0. 38 in hexane : ether [1 : 1] ; ON (300 MHz, CDC13) 8.91 (1H, s, CH), 7.53 (1H, d, Ar), 7.39 (1H, T, Ar), 6.93 (1H, d, Ar), 4.07 (3H, s, OCH3)

5464-79-9 2-Amino-4-methoxybenzothiazole 21622, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2004/43931; (2004); A1;,
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Downstream synthetic route of 10200-59-6

10200-59-6, The synthetic route of 10200-59-6 has been constantly updated, and we look forward to future research findings.

10200-59-6, 2-Thiazolecarboxaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2-amino-5-bromobenzenethiol (3) (10 g, 48.9 mmol) with thiazole-2-carbaldehyde (4) (4.3 mL, 48.9 mmol) and ZnO NPs (362 mg, 4.44 mmol) in absolute ethanol (40 mL) was stirred at room temperature for 8 min. After completion of the reaction (TLC), the solvent was evaporated in vacuum and the crude solid product was purified by column chromatography (ethyl acetate?hexane, 1 : 1) to give pure compound 5. Yield 93percent. 1H NMR spectrum, delta, ppm: 7.49 d (1H, J = 8.09 Hz), 7.68 d (1H, J = 8.10 Hz), 7.75 d (1H, J = 8.09 Hz), 7.84 d (1H, J = 8.10 Hz), 7.93 s (1H). MS (FAB): 298 [M]+.

10200-59-6, The synthetic route of 10200-59-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Pragathi; Sreenivasulu; Veronica; Madhavi; Raju; Russian Journal of General Chemistry; vol. 89; 5; (2019); p. 1009 – 1014; Zh. Obshch. Khim.; vol. 89; 5; (2019); p. 1009 – 1014,6;,
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Simple exploration of 63139-97-9

The synthetic route of 63139-97-9 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.63139-97-9,(2-Methylthiazol-5-yl)methanamine,as a common compound, the synthetic route is as follows.

63139-97-9, To the solution of 4-bromo-2-methyl-6-(((1S,2S)-2-(1-methyl-1H-pyrazol-3-yl)cyclopropyl)methoxy)pyridazin-3(2H)-one (made according to Example 1, by replacing ((1S,2S)-2-( 5-methylpyridin-2-yl)cyclopropyl)methanol with ((I S,2S)-2-(1-methyl-1H -pyrazol-3-yl)cyclopropyl)methanol, 27 mg, 0.08 mmol) in toluene (2 mL) under N2, (2-methylthiazol-5-yl)methanamine (13 mg, 0.096 mmol), Pd2(dba)3 (7 mg, 0.008 mmol), BINAP (7 mg, 0.012mmol) and Na01Bu (9 mg, 0.096 mmol) were added. After the reaction mixture was stirred at 85C for 4 h, 15 mL water was added. The mixture was extracted with EtOAc (3 x 10 mL). Thecombined organics were dried over MgS04, filtered and concentrated in vacuo. The residue was5 purified by reverse phase chromatography (X bridge Prep C180BD, 40-60% acetonitrile inwater with 10 mmol NH4HC03 modifier) to afford the title compound as an oil. 1H NMR (400MHz, MeOD) o 7.56 (s, 1H),7.42 (d, 1H), 5.96 (d, 1H), 5.89 (s, 1H), 4.59 (s, 2H), 4.15-5.11(m, 1H), 4.04-4.01 (m, 1H), 3.81 (s, 3H), 3.63 (s, 3H), 2.66 (s, 3H), 1.95- 1.89 (m, 1H), 1.61-1.53 (m, 1H), 1.01-0.95 (m, 2H); LRMS m/z (M+H) 387.1 found, 387.15 required.

The synthetic route of 63139-97-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott D.; MCCOMAS, Casey C.; REGER, Thomas S.; QI, Changhe; WO2014/139150; (2014); A1;,
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Brief introduction of 2786-51-8

2786-51-8 5-Chlorobenzo[d]thiazole 14388566, 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.2786-51-8,5-Chlorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

2786-51-8, General procedure: 1 mL Xylene was added into the flask charged with 0.25 mmol 4-quinolinonyl triflate, 0.75 mmol benzothiazole, 5 mol% Pd(TFA)2 (4.1 mg), 20 mol% PCy (14 mg), 0.25 mmol K2CO3, 10 mol% CuI (4.7 mg). The mixture was stirred at 140oC under Ar for 12 hours, then cooled down to room temperature, diluted with 20 mL ethyl acetate and washed with 10 mL H2O. The aqueous layer was extracted twice with ethyl acetate (5 mL) and the combined organic phase was dried over Na2SO4. After evaporation of the solvents the residue was purified by flash column chromatography (silica gel, PE/EtOAc) to afford the desired products 3 and 5.

2786-51-8 5-Chlorobenzo[d]thiazole 14388566, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Guo, Tao; Tetrahedron Letters; vol. 57; 51; (2016); p. 5837 – 5840;,
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Brief introduction of 6436-59-5

As the paragraph descriping shows that 6436-59-5 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.6436-59-5,Ethyl 2-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

6436-59-5, Production Example 49; To a solution of ethyl 2-methyl-1,3-thiazole-4-carboxylate (14.53 g) in MeCN (150 mL) was added NBS (22.66 g), followed by heating under reflux for 3 hours. To the reaction mixture was added NBS (7.55 g), followed by heating under reflux for 2 hours. Under ice-cooling, to the reaction mixture was added a saturated aqueous NaHCO3 solution, followed by stirring for 5 minutes, and then extraction with EtOAc. The organic layer was dried over MgSO4 and then concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography (hexane:EtOAc = from 100:0 to 60:40) to obtain ethyl 5-bromo-2-methyl-1,3-thiazole-4-carboxylate (8.52 g) as a yellow solid.

As the paragraph descriping shows that 6436-59-5 is playing an increasingly important role.

Reference£º
Patent; Astellas Pharma Inc.; EP2119716; (2009); A1;,
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Thiazole | chemical compound | Britannica