[CH3:1][NH:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][C:9]([CH3:13])=[CH:10][CH:11]=2)[NH:6][CH:5]=1.C(N(C(C)C)CC)(C)C.[CH:23](OC1C=CC([N+]([O-])=O)=CC=1)=[O:24]>C(#N)C.CO.C(O)(=O)C>[CH3:1][N:2]([CH2:3][C:4]1[C:12]2[C:7](=[CH:8][C:9]([CH3:13])=[CH:10][CH:11]=2)[NH:6][CH:5]=1)[CH:23]=[O:24]
To a solution of crude methyl-(6-methyl-1H-indol-3-ylmethyl)-amine (87 mg) in acetonitrile (1 ml) was added diisopropylethyl amine (0.25 ml) and 4-nitrophenyl formate (90 mg) and stirring was continued for 3 h. The mixture was diluted with methanol and acetic acid evaporated and the residue was chromatographed on silica using n-heptane/AcOEt (1:1) to give N-methyl-N-(6-methyl-1H-indol-3-ylmethyl)-formamide as a colorless oil. MS: 202.9 ([M]+).
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