1-Iodopentane → HCID 46911641, compound

Participants

Reaction Steps

198 mg (8.6 mmol) sodium were added slowly to MeOH (86 ml) and the solution was stirred for 5 min at RT. Then a solution of 455 mg (1.0 mmol) 3-(3-(thiophen-2-ylmethylcarbamoyl)-6-(trifluoromethyl)quinolin-2-ylthio)propanoic acid methyl ester (Example 26) in MeOH (10 ml) was added at RT. The reaction solution was then heated for 30 min at 70° C. Then 396 μl (3.0 mmol) 1-iodopentane were added at RT and the mixture was stirred for 1 h at RT. Then the mixture was concentrated to small volume under vacuum and the residue was taken up with EE. It was washed with water and brine and the organic phase was dried over Na2SO4, filtered and concentrated to small volume under vacuum. 167 mg (0.4 mmol, 38%) 2-(pentylthio)-N-(2-thienylmethyl)-6-(trifluoromethyl)-3-quinoline carboxamide were obtained as residue. MS: m/z 439.1 [M+H]+.

Provenance & Evidence