Iodoethane → HCID 67133798, compound

Participants

Reaction Steps

400 mg (17.4 mmol) sodium were added slowly to MeOH (50 ml) and the solution was stirred for 5 min at RT. Then a solution of 800 mg (2.0 mmol) 2-(3-ethoxy-3-oxopropylthio)-4-methyl-7-(trifluoromethyl)quinoline-3-carboxylic acid ethyl ester (precursor VVV07) in MeOH (10 ml) was added at RT. The reaction solution was then heated for 30 min at 70° C. After cooling to RT 488 μl (6.0 mmol) 1-iodethane were added and the mixture was stirred for 2 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 the aqueous phase was extracted with EE. The combined organic phases were washed with brine, dried over MgSO4, filtered and concentrated to small volume under vacuum. 391 mg (1.2 mmol, 62%) 2-(ethylthio)-4-methyl-7-(trifluoromethyl)quinoline-3-carboxylic acid were obtained as the residue, which was reacted further with no additional purification.

Provenance & Evidence