Dimethylformamide → 4-[4-(3-Indolyl)piperidinomethyl]-2-cyclopropylcarbonylaminothiazole

To a mixture of 4-[4-(3-indolyl)piperidinomethyl]-2-aminothiazole (3.0 g), triethylamine (5.4 ml) and N,N-dimethylformamide (30 ml) was added dropwise a solution of cyclopropylcarbonyl chloride (2.18 ml) in methylene chloride (2.5 ml) over a period of 30 minutes at 0° C. in a stream of nitrogen gas with stirring. After the reaction was finished, the reaction mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography on silica gel eluting with a mixture of chloroform and methanol (20:1 V/V) to give 4-[4-(3-indolyl)piperidinomethyl]-2-cyclopropylcarbonylaminothiazole (2.9 g).

1. filtrationthe reaction mixture was filtered
2. concentrationthe filtrate was concentrated
3. customThe residue was purified by column chromatography on silica gel eluting with a mixture of chloroform and methanol (20:1 V/V)

ORD record

ord-afe5bb6c294648b39b3fba9f07d2f8fb

Source dataset

uspto-grants-1988_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04742057