3-[N-(Benzyloxycarbonyl)-N-methylaminomethyl)-1-benzyl-1H-indole → 1-ethyl-3-(methylaminomethyl)-1H-indole

HRID 1297372Notes

Reaction equation

HRID 1297372 reaction equation
C(O[C:9]([N:11]([CH2:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]([CH2:23][CH3:24])[CH:15]=1)C)=O)C1C=CC=CC=1.C(OC(N(CC1C2C(=CC=CC=2)N(CC2C=CC=CC=2)C=1)C)=O)C1C=CC=CC=1>>[CH2:23]([N:16]1[C:17]2[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:14]([CH2:13][NH:11][CH3:9])=[CH:15]1)[CH3:24]

Participants

3

Reactant 2

HCID 221390153-[N-(Benzyloxycarbonyl)-N-methylaminomethyl)-1-benzyl-1H-indoleHCID 221391503-[N-(benzyloxycarbonyl)-N-methylaminomethyl]-1-ethyl-1H-indole

Product 1

HCID 221391011-ethyl-3-(methylaminomethyl)-1H-indoleYield 94.8%

Procedure

According to the procedure of Preparation 17 (c), except substituting 3-[N-(benzyloxycarbonyl)-N-methylaminomethyl]-1-ethyl-1H-indole (0.90 g, 2.80 mmole) for the 3-[N-(benzyloxycarbonyl)-N-methylaminomethyl]-1-benzyl-1H-indole, the title compound (0.50 g, 94%) was prepared as a white solid: MS (ES) m/e 189 (M+H)+.

Sources & evidence

ORD record
ord-7eff20ffd67c42ea899818e8cd0afaa6
Source dataset
uspto-grants-2007_07
Patent number
US07250424B2

Reaction notes

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