Methylamine → HCID 59446523, compound

Participants

Reaction Conditions

Reaction Steps

1.27 g diethyl {[(3,5-dichloro-phenylsulphonyl)-(2,3-dihydro-1H-indol-5-yl)-amino]-methyl}-phosphonate are dissolved in 10 ml dichloromethane and cooled to 0° C. To this are added 410 μl N,N-diisopropyl-ethylamine and 6.8 ml of a 20% solution of phosgene in toluene. The mixture is left for 1 hour with stirring and then the solvents are eliminated in a nitrogen current. The residue is taken up in 40 ml of tetrahydrofuran, 6.45 ml of a 2 M solution of methylamine in tetrahydrofuran are added and the mixture is stirred overnight at ambient temperature. Then it is diluted with dichloromethane and 1 N hydrochloric acid and washed with semisaturated sodium chloride solution. The organic phase is dried on magnesium sulphate, the solvents are eliminated in vacuo and the residue is purified by chromatography on silica gel (dichloromethane/methanol 95:5 to 60:40).

Provenance & Evidence