Category: 57268-16-3

Analyzing the synthesis route of 57268-16-3

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

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

Simple exploration of 57268-16-3

As the paragraph descriping shows that 57268-16-3 is playing an increasingly important role.

57268-16-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57268-16-3,5-Bromo-2-methylthiazole,as a common compound, the synthetic route is as follows.

STEP 3 : To a solution of 4- {5-[(4-fluorophenyl)methyl]-6-methylpyrimidin- 4-yl}-7-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-2,3,4,5-tetrahydro-l,4- benzoxazepine (46 mg, 0.096 mmol) and 5-bromo-2-methyl-l,3-thiazole (17 mg, 0.096 mmol) in dioxane (5 rnL) was added potassium carbonate (66 mg, 0.48 mmol) and [1,1 ‘- bis(diphenylphosphino)ferrocene]dichloropalladium (II) dichloromethane adduct (8 mg, 0.0096 mmol). The reaction mixture was stirred at 100 0C for 20 h, and then cooled to room temperature. The reaction mixture was concentrated, and then partitioned between ethyl acetate (100 mL) and water (50 mL). The layers were separated and the organic layer was washed with brine, dried over magnesium sulfate then filtered and concentrated. The residue was taken up in a minimum of acetonitrile and purified by preparative reverse phase HPLC to afford 4-{5-[(4-fluorophenyl)methyl]-6- methylpyrimidin-4-yl}-7-(2-methyl-l,3-thiazol-5-yl)-2,3,4,5-tetrahydro-l,4- benzoxazepine (18 mg) as a white powder. 1H NMR (400 MHz, DMSO-D6): 8.47 (s, IH), 7.77 (s, IH), 7.41 (dd, IH), 7.19-7.05 (m, 4H), 6.96 (d, IH), 6.83 (d, IH), 4.47 (s, 2H), 4.27 (t, 2H), 3.93 (s, 2H), 3.74 (t, 2H), 2.67 (s, 3H), 2.14 (s, 3H); MS (EI) for C25H23FN4OS: 446 (M+).

As the paragraph descriping shows that 57268-16-3 is playing an increasingly important role.

Reference£º
Patent; EXELIXIS, INC.; ANAND, Neel, Kumar; BAIK, Tae-Gon; BLAZEY, Charles, M.; BUSSENIUS, Joerg; CURTIS, Jeffry, Kimo; DEFINA, Steven, Charles; DUBENKO, Larisa; HARRIS, Jason, R.; JACKSON-UGUETO, Eileen; JOSHI, Anagha; KIM, Angie, Inyoung; MANALO, Jean-Claire, Limun; PETO, Csaba, J.; RICE, Kenneth, D.; TSANG, Tsze, H.; WO2010/135568; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica