Category: 167366-05-4

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.167366-05-4,4-Bromo-2-formylthiazole,as a common compound, the synthetic route is as follows.

167366-05-4, To a solution of 4-bromo-1 ,3-thiazole-2-carbaldehyde (192 mg, 1.0 mmol) in DCM (4.0 ml_) was added acetic acid (3 drops) and 2,2,2-trifluoroethanamine (120 mul_, 1.5 mmol). The reaction was stirred overnight. Sodium triacetoxyborohydride (335 mg, 1.5 mmol) was then added and reaction was stirred for 6 h. It was then quenched with sodium bicarbonate to yield 3-[1 -(ethylsulfonyl)-4-piperidinyl]-5-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)-1/-/-indole-7-carboxamide.

The synthetic route of 167366-05-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/5534; (2007); A2;,
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.167366-05-4,4-Bromo-2-formylthiazole,as a common compound, the synthetic route is as follows.

A toluene (120 mL) solution of 4-bromothiazole-2-carbaldehyde (7 g, 36.50 mmol) and ethyleneglycol (2.72 g, 43.7 mmol) in a RB flask was added catalytic amount of pTsOH (0.347 g, 1.823mmol). The RB flask was attached with Dean-Stark apparatus and reaction mixture was heated to reflux for 12h. The mixture was cooled to RT, and was partitioned with saturated aqueous NaHCO3 solution. The organic layer was separated, washed with saturated aqueous NaHCO3 (2 X 120 mL) solution and then once with brine (100 mL). The organic layer was dried over anhydroussodium sulphate, filtered and the filtrate concentrated under reduced pressure. The residue was purified by combiflash chromatography (40 g Redisep 5i02 column, eluting with 20% EtOAc in pet ether) to afford the title compound 137A (8 g, 97%) as a colourless liquid. LC-MS retention time = 1.557 mm; m/z = 236.0 [M+2Hj + K1NETIX XB-C18, (3 X 75) mm, 2.6 micron column; Flow rate: 1 mL/min; Mobile Phase A: 10mM HCO2NH4in 98% Water/ 2% ACN; Mobile PhaseB: 10 mM HCO2NH4 in 2% Water/ 98% ACN; 20% B to 100% B over 4.6 mm, then hold 0.5 mm. at 20% B with flow rate 1-1.5 mL/min; Detection: UV at 254 nm. ?H NMR (400 MHz, DMSO-d6) oe 7.94 (s, 1H), 6.08 (s, 1H), 3.99 -4.08 (m, 4H)., 167366-05-4

167366-05-4 4-Bromo-2-formylthiazole 2763187, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHAO, Guohua; DEVASTHALE, Pratik; YE, Xiang-Yang; SELVAKUMAR, Kumaravel; DHANUSU, Suresh; BALASUBRAMANIAN, Palanikumar; GUERNON, Leatte R.; CIVIELLO, Rita; HAN, Xiaojun; PARKER, Michael F.; JACUTIN-PORTE, Swanee E.; (290 pag.)WO2018/89353; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

167366-05-4, 4-Bromo-2-formylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a rb flask with an attached Dean-Stark trap containing molecular sieves, 4A (0.25g) was added 4-bromothiazole-2-carbaldehyde (4.4 g, 22.91 mmol). The starting material was dissolved in Benzene (45 ml) and Ethylene glycol (1.406 ml, 25.2 mmol) was added followed by pTsOH (0.218 g, 1.146 mmol). The mixture was heated to reflux for 3 h. The mixture was cooled to rt, and was partitioned with sat. aq. NaHCO3. The mixture was washed 2* with sat. NaHCO3 (40 mL), then once with sat. NaCl (40 mL). The organic layer was dried with Na2SO4. The drying agent was removed by filtration, and the mixture was concentrated under reduced pressure. The residue was purified by biotage flash chromatography using a 40+M column and a 0 to 20% EtOAc in hexanes gradient. The product, 4-bromo-2-(1,3-dioxolan-2-yl)thiazole (5.1 g, 21.60 mmol, 94% yield), was collected as a light-yellow oil. To a solution of 4-bromo-2-(1,3-dioxolan-2-yl)thiazole (5.09 g, 21.56 mmol) in Toluene (100 ml) was added Hexamethylditin (10 g, 30.5 mmol) followed by Tetrakis (2.491 g, 2.156 mmol). The mixture was attached to a reflux condenser, and was flushed with N2. The mixture was heated to 100 C. for 4 h. The mixture was cooled to rt, and was loaded onto a 40+M biotage cartridge that was pre-saturated with hexanes with 0.1% Et3N. The desired product was purified using a 0-20% EtOAc in hexanes with 0.1% Et3N gradient. After concentrating in vacuo, the product, 2-(1,3-dioxolan-2-yl)-4-(trimethylstannyl)thiazole (4.64 g, 14.50 mmol, 67.3% yield), was isolated as a light-yellow oil. LCMS: m/e 322.0 (M+H)+, ret time 2.23 min (method 7); 1H NMR (500 MHz, CDCl3) delta ppm 7.39 (s, 1H) 6.20 (s, 1H) 4.03-4.20 (m, 4H) 0.27-0.42 (m, 9H)., 167366-05-4

As the paragraph descriping shows that 167366-05-4 is playing an increasingly important role.

Reference：
Patent; Bristol-Myers Squibb Company; US2007/249579; (2007); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

167366-05-4, 4-Bromo-2-formylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-((4-bromothiazol-2-yl)methyl)cyclopropanamine 4-bromothiazole-2-carbaldehyde (2.5 g, 13 mmol) was dissolved in tetrahydrofuran (65 mL) and cyclopropylamine (3.72 mL, 53.7 mmol) and sodium triacetoxyborohydride (11.4 g, 53.7 mmol) added. The reaction mixture was stirred 20 h at RT and then hydrolyzed at 0 C. with sat. sodium hydrogencarbonate sol. (150 mL). The product was extracted with ethyl acetate (2*300 mL) and the organic phase dried. (Yield: 3.0 g, 97%), 167366-05-4

167366-05-4 4-Bromo-2-formylthiazole 2763187, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Gruenenthal GmbH; US2009/69320; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica