HCID 86664381, compound → HCID 86664382, compound

Participants

Reaction Conditions

Reaction Steps

1-[5-(2-Chloro-phenyl)-7-nitro-3,4-dihydro-1H-isoquinolin-2-yl]-2,2,2-trifluoro-ethanone (760 mg, 1.97 mmoles) was dissolved in methanol (10 mls) and stannous chloride dihydrate (2.23 g, 9.87 mmoles) was added. The yellow coloured reaction mixture was heated to 65° C. for 2 hours, evaporated and partitioned between ethylacetate (50 mls) and water (50 mls). The solution was then basified by the addition of potassium hydroxide solution (10%) to a pH 11-12. The whole mixture was then filtered through a Celite pad and washed with ethylacetate (20 mls), water (20 mls) and brine (40 mls) and finally dried over anhydrous magnesium sulphate. After filtration and evaporation the yellow oil was triturated with ether (2×25 mls) and hexane (25 mls) to give an oily solid (500 mg, 60% yield). LC-MS (retention 3.60, M+H 356).

Provenance & Evidence