2-cyclobutylthiazole-5-carbaldehyde synthesis
- Product Name:2-cyclobutylthiazole-5-carbaldehyde
- CAS Number:1394042-39-7
- Molecular formula:C8H9NOS
- Molecular Weight:167.23
Yield:1394042-39-7 26%
Reaction Conditions:
with N-ethyl-N,N-diisopropylamine in tetrahydrofuran;dichloromethane at -15 - 20; for 48 h;Inert atmosphere;
Steps:
A.14.c Example A.14 c) Preparation of Intermediate (1 7c)
Example A.14 c) Preparation of Intermediate (1 7c) 2-Bromomalonaldehyde (0.51 g, 3.15 mmol, 1 eq) dissolved in dry THF (5 mL) was added to a solution of intermediate 19 (0.36 g, 3.15 mmol, 1 eq) in dry DCM (8 mL). The mixture was cooled to -15°C, then DIPEA (0.55 mL, 3.15 mmol, 1 eq) was added portionwise under Ar atmosphere. The resulting brown solution was left under stirring at room temperature for 2 days. Solvent was removed by evaporation, the brown residuewas dissolved in Et20 (20 mL), washed twice with NaHCO3 sat. solution (20 mL) and brine (2 OmL), dried over anh. Na2504, filtered, and finally evaporated. The crude was purified by flash chromatography on direct phase (20/80 EtOAc/petroleum ether), giving pure intermediate (17c as a yellow liquid (0.13 g, yield 26%).
References:
WO2015/118019,2015,A1 Location in patent:Page/Page column 39; 40
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