Day: November 19, 2020

3622-23-9, 2,6-Dichloro-1,3-benzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,3622-23-9

A mixture of 2,6-dichlorobenzothiazole (1.0 g, 4.9 mmol) and 2-fluoro-4-iodoaniline (2.32 g, 9.8 mmol) in 20 mL BuOH was stirred at 90 C., and then HCl (4 M in dioxane, 1.0 mL) was added. The reaction mixture was stirred with heating at 90 C. overnight, under argon. NMR analysis then showed little 2,6-dichlorobenzothiazole remaining. After BuOH was removed by rotary evaporation, EtOAc (100 mL) and 1 N aqueous HCl (100 mL) were added. The organic layer was separated and washed with 1 N aqueous HCl (100 mL), saturated Na2O2S3 solution (50 mL), water (100 mL), and then dried over Na2SO4. Removal of solvent under reduced pressure afforded a residue, which was triturated with EtOAc (10 mL) and hexanes (40 mL). The solid was filtered and dried in vacuo to a constant weight, to afford the desired product as a light purple solid (0.75 g, 38%). 1H NMR (DMSO-d6) delta 10.45 (s, 1H), 8.35 (t, 1H), 7.95 (s, 1H), 7.70 (d, 1H), 7.58 (d, 2H), 7.30 (d, 1H).

As the paragraph descriping shows that 3622-23-9 is playing an increasingly important role.

Reference£º
Patent; Bayer Pharmaceuticals Corporation; US2004/224997; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

72850-79-4, Ethyl 2-bromo-4-(trifluoromethyl)thiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,72850-79-4

A mixture of 2-bromothiazole 8 (152 mg, 0.50 mmol), Et3N (0.28 mL, 2.0 mmol, 4.0 equiv) and the appropriate isothiouronium salt (233 mg, 1.0 mmol, 2.0 equiv) were heated using MW irradiation at 130 C for 30 mins. The solvent was removed under reduced pressure and the orange residue was reconstituted in EtOH (5 mL) and treated with LiOH¡¤H2O (107 mg, 2.55 mmol, 5.1 equiv) for 5 h. The reaction mixture was concentrated under reduced pressure and partitioned between CH2Cl2 (10 mL) and H2O (10 mL). The isolated aqueous phase was made acidic (pH = 1) using 2 M HCl (ca. 3 mL) and extracted using CH2Cl2/EtOH (9:1, 4 ¡Á 10 mL). The combined organic extract was dried (MgSO4), filtered and concentrated to give the title compound (75 mg, 43%) as a white powder;

72850-79-4 Ethyl 2-bromo-4-(trifluoromethyl)thiazole-5-carboxylate 13282759, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Hickey, Shane M.; White, Jonathan M.; Pfeffer, Frederick M.; Ashton, Trent D.; Synlett; vol. 26; 12; (2015); p. 1759 – 1763;,
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.169260-97-3,5-(Trifluoromethyl)thiazol-2-amine,as a common compound, the synthetic route is as follows.

General procedure: The carboxylic acid in question (0.55 mmol), the amine in question (0.50 mmol),1 -hydroxy-7-azabenzotriazole (HOAt, 0.75 mmol) and 1 -ethyl-3-(3-di methylaminopropyl)carbodiimide (EDO, 0.55 mmol) were dissolved in 6 mL of DMF. The resulting slurry was stirred for 24h at ambient temperature. Thereafter 3 mL of methanol and 0.2 g of silica gel 018 were added sequentially and the mixture was stirred for 2 h, thenfiltered and solid residue dissolved in 0.5-1 mL of DMSO for HPLC purification (H20:MeOH), gradient). Yield: 20- 80%., 169260-97-3

169260-97-3 5-(Trifluoromethyl)thiazol-2-amine 15388849, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; EUROPEAN MOLECULAR BIOLOGY LABORATORY; WILL, David William; REID, George; CHARAPITSA, Iryna; LEWIS, Joe; (118 pag.)WO2018/229195; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

55690-60-3, 5-Methoxybenzo[d]thiazole-2-thiol is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55690-60-3, A mixture of 5-methoxy-1,3-benzothiazole-2-thiol (500 mg), thionyl chloride (2 mL) and DMF (1 drop) was stirred at 50 C. for 3 days. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the obtained mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (211 mg).1H NMR (300 MHz, DMSO-d6) delta 3.84 (3H, s), 7.15 (1H, dd, J=9.0, 2.5 Hz), 7.53 (1H, d, J=2.5 Hz), 7.97 (1H, d, J=9.0 Hz).

The synthetic route of 55690-60-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Yamashita, Tohru; Kamata, Makoto; Hirose, Hideki; Murakami, Masataka; Fujimoto, Takuya; Ikeda, Zenichi; Yasuma, Tsuneo; Fujimori, Ikuo; Mizojiri, Ryo; Yukawa, Tomoya; US2011/263562; (2011); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

57268-16-3, 5-Bromo-2-methylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

57268-16-3, A sol. of intermediate 7 (0.070 g, 0.14 mmol), 5-bromo-2-methylthiazole (0.051 g, 0.29 mmol), Cs2CO3 (0.047 g, 0.14 mmol), Pd(PPh3)4 (0.033 g, 0. 29 mmol) and a 3 N NaOH aq. sol. (0.024 ml, 0.07 mmol) in 1,4-dioxane (10 ml) was purged with N2 for 2 min. The r.m. was stirred at 80 0C overnight. After cooling, H2O was added and the product was extracted with DCM. The organic phase was washed with brine, dried (Na2SO4) filtered and concentrated under reduced pressure. The residue was purified by preparative HPLC [RP Shandon Hyperprep Cl 8 BDS (8 mum, 250 g, LD. 5 cm); mobile phase: (0.25 % NH4CO3 sol. in water, MeOH + CH3CN)]. The product fractions were collected and concentrated under reduced pressure. Yield: 0.013 g of compound 4 (19.7 %).

57268-16-3 5-Bromo-2-methylthiazole 13228663, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; GIJSEN, Henricus, Jacobus, Maria; VELTER, Adriana, Ingrid; MACDONALD, Gregor, James; BISCHOFF, Francois, Paul; WU, Tongfei; VAN BRANDT, Sven, Franciscus, Anna; SURKYN, Michel; ZAJA, Mirko; PIETERS, Serge, Maria, Aloysius; BERTHELOT, Didier, Jean-Claude; DE CLEYN, Michel, Anna, Jozef; OEHLRICH, Daniel; WO2010/89292; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

533-30-2, 6-Aminobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

533-30-2, Example B22 To a stirring suspension of 6-aminobenzothiazole (0.500 g, 3.33 mmol) in cone. HCl (5 ml) at 0-5 C. was added a solution of NaNO2 (0.276 g, 3.99 mmol) in H2O (5 ml). The mixture was stirred at 0-5 C. for 75 min until a clear yellow solution was obtained. To this was then added a solution of SnCl2.2H2O (2.76 g, 13.3 mmol) in conc. HCl (5 ml). After completing the addition, the suspension was stirred at RT for 2 h. 4-Methyl-3-oxopentanenitrile (0.444 g, 3.99 mmol) and EtOH (50 ml) were added and the reaction was stirred with heating at 75 C. After 18 h, the completed reaction was cooled to RT and concentrated to an aqueous residue. This was chilled thoroughly in ice and made strongly basic (pH 12-13) by the addition of 6M NaOH. While still cold the mixture was extracted with EtOAc (2*). The combined organics were washed with H2O (2*), brine (1*), dried (MgSO4), filtered and evaporated to afford crude 1-(benzo[d]thiazol-6-yl)-3-isopropyl-1H-pyrazol-5-amine (0.8 g, 93% yield) as an oil which was used as is in the next reaction. 1H NMR (400 MHz, DMSO-d6) delta 9.36 (s, 1H), 8.30 (d, J=2.4 Hz, 1H); 8.10 (d, J=8.8 Hz, 1H), 7.74 (dd, J=2.4 and 8.8 Hz, 1H), 5.36 (s, 1H), 5.33 (brs, 2H), 2.76 (septet, J=6.8 Hz, 1H), 1.17 (d, J=6.8 Hz, 6H); MS (ESI) m/z: 259.0 (M+H+).

As the paragraph descriping shows that 533-30-2 is playing an increasingly important role.

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; US2008/90856; (2008); 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.38205-60-6,1-(2,4-Dimethylthiazol-5-yl)ethanone,as a common compound, the synthetic route is as follows.

Example 111-[N,N-dimethylaminocarbonyl-methyl]-2-[2-(2,4-dimethylthiazol-5-yl)-quinolin- 6-yl]-3-cyclohexyl-1H-indole-6-carboxylic acid (Compound 212) Preparation of 6-bromo-2-(2,4-dimethyl-thiazol-5-yl)-quinoline (125): [0217] A mixture of 1.071 g (5.354 mmol) compound 110, 723 muL (5.354 mmol) 5- acety1-2,4-dimethylthiazole and 9.0 mL 10% KOH/ethanol (16.062 mmol KOH) in 60 mL ethanol was refluxed overnight under argon. It was then evaporated and the residue triturated with water. The solid crude product was filtered through a 250 mL silica pad using a 10% to 60% toluene-ethylacetate gradient to give 1.164g (68%) compound 125,1H-NMR (DMSO-d6): delta(ppm) 8.39 (d, 1H, J=8.7Hz), 8.27 (m, 1H), 7.88-7.86 (m, 3H), 2.68 (s, 3H), 2.64 (s, 3H).; Example 88 Step 1. 6-Bromo-2-(2,4-dimethyl-thiazol-5-y1)-quinoline (125)[0307] To a solution of KOH (10.32 (85%) g, 156.27 mmol) in anhydrous EtOH (700 mL) was added 2-amino-5-bromobenzaldehyde (10.42 g, 52.09 mmol) and 5-acety1- 2,4-dimethylthiazole (8.16 mL, 60.42 mmol). The mixture was stirred under Ar at 78 0C for 16 h and then cooled down in an ice-bath. It was neutralized to pH 7 with 5 N HCl and then evaporated to about 60 mL. Water (500 mL) was added. The precipitate formed were collected by filtration, washed thoroughly with water, and dried to give 125 (15.62 g, 94%).

38205-60-6, The synthetic route of 38205-60-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GENELABS TECHNOLOGIES, INC.; WO2006/76529; (2006); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

80945-86-4,80945-86-4, 6-Bromo-2-chlorobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

One equivalent of 6-bromo-2-chlorobenzo[d]thiazole and 1.1 equivalents of (R)-1-(pyrrolidin-3-yl)piperidine (freebase of Reference Example 5C) are weighed into a 10 mL CEM microwave vial equipped with a magnetic stirbar. N,N-Dimethylformamide or 2-methoxyethanol is added to give approximately a 2 M solution followed by four equivalents of N,N-diisopropylethylamine. The reaction mixture was heated to 150 C. under microwave irradiation with the cooling power on for 20 minutes. The reaction mixture volatiles are then removed under reduced pressure. The residue is partitioned between saturated aqueous sodium carbonate and CHCl3. The aqueous layer is extracted once more with CHCl3, then the combined organic extracts are washed with brine, dried (MgSO4), and filtered. The filtrate is concentrated under reduced pressure and the residue is purified by column chromatography on silica gel, eluting with 97:3 dichloromethane/2 M ammonia in methanol. Fractions containing product are combined and concentrated under reduced pressure to give a solid that is dissolved in hot ethyl acetate, dried (MgSO4), and filtered. The filtrate is concentrated under reduced pressure to give (R)-6-methoxy-2-(3-(piperidin-1-yl)pyrrolidin-1-yl)benzo[d]thiazole.

As the paragraph descriping shows that 80945-86-4 is playing an increasingly important role.

Reference£º
Patent; Abbott Laboratories; US2009/163464; (2009); 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.6436-59-5,Ethyl 2-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

6436-59-5, A solution of 2-methyl-thiazole-4-carboxylic acid ethyl ester (1.26g, 7.36 mmol) in ethyl ether (10 mL) was cooled to -78 C and treated with a solution of LAH (0.83g, 21.9 mmol) in dry THF (30 mL) added dropwise over 10 min. After 3 hours, at -78 C, the mixture was quenched with sat. Na2S04 (app. 20 mL). The mixture was allowed to warm up to 22 C and was extracted with ethyl ether (4 x 50 mL). The combined extracts were washed with brine, dried over anhydrous MgS04 and concentrated to give an oil. Filtration on a silica gel pad (3 x 7 cm) and elution with ethyl acetate gave an oil which was distilled to afford the title material (0.664g, 70%) as an oil which crystallized. B.p. 60-70 C / 0.2 torr. HRMS(ESI) calcd for C5H8NOS [M+H]+ m/z 130.0321, found 130.0342. 1H NMR (CDCl3, 600 MHz) delta 6.99 (d, J= 0.8 Hz, 1H), 4.70 (s, 1H), 2.98 (br s, 1H), 2.68 (s, 3H).

The synthetic route of 6436-59-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; UNIVERSITE DE MONTREAL; BANVILLE, Jacques; REMILLARD, Roger; RUEDIGER, Edward H.; DEON, Daniel H.; GAGNON, Marc; DUBE, Laurence; GUY, Julia; PRIESTLEY, Eldon Scott; POSY, Shoshana L.; MAXWELL, Brad D.; WONG, Pancras C.; WO2013/163279; (2013); 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.61830-23-7,Ethyl 5-bromothiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of ethyl 5-bromothiazole-4-carboxylate (3.49 g, 14.77 mmol, 0.9 eq), tert-butyl N-[(1S)-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl]carbamate (5.70 g, 16.41 mmol, 1 eq), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (120 mg, 0.16 mmol, 0.01 eq), potassium carbonate (4.54 g, 32.83 mmol, 2 eq) in mixture of dioxane (130 mL) and water (22 mL) was degassed and purged with nitrogen for three times, and then the mixture was stirred at 80 C. for 10 hours under nitrogen atmosphere. The reaction mixture was concentrated and added water (50 mL), then extracted with ethyl acetate (60 mL) two times. The combined organic layers were washed with saturated aqueous sodium chloride (50 mL) two times, dried over anhydrous sodium sulfate, concentrated to give crude product. The crude product was purified by silica gel chromatography (petroleum ether:ethyl acetate=1:0 to 1:1). Compound ethyl 5-[4-[(1S)-1-(tert-butoxycarbonylamino)ethyl]phenyl]thiazole-4-carboxylate (5.07 g, 13.48 mmol, 82% yield) was obtained as a yellow solid.

61830-23-7, 61830-23-7 Ethyl 5-bromothiazole-4-carboxylate 12361218, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Arvinas Operations, Inc.; Genentech, Inc.; Crew, Andrew P.; Wang, Jing; Berlin, Michael; Dragovich, Peter; Chen, Huifen; Staben, Leanna; US2019/300521; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica