Ethanethiol → HCID 53379810, compound

Participants

Reaction Steps

To a solution of crude 3-(benzyloxy)-5-[4-chloro-3-(trifluoromethyl)phenyl]-1-(difluoromethyl)pyridin-2(1H)-one (58 mg) in CH2Cl2 (1 mL) was added ethanethiol (0.050 mL, 0.675 mmol) then BF3—OEt2 (0.086 mL, 0.675 mmol) at RT. After 3 h the mixture was diluted with MeOH and concentrated. The residue was taken up in DMSO:H2O and purified by preparative reversed-phase HPLC (20×150 mm Waters Sunfire (0.1% TFA), 5-70% CH3CN/water over 20 min at 20 mL/min) to give the title compound (22 mg, 48%) as an off-white solid. 1H NMR (500 MHz, d6-DMSO): δ 10.12 (s, 1 H); 8.09-7.90 (m, 3 H); 7.82-7.75 (m, 2 H); 7.25 (d, J=2.3 Hz, 1 H). HRMS (ES) calc (M+H)+=340.0158, found 340.0165.

Provenance & Evidence