N,1-dimethylindole-2-carboxamide → [(5-Fluoro-1H-indol-2-yl)methyl]-methylamine

HRID 1920993Notes

Reaction equation

HRID 1920993 reaction equation
[CH3:1][NH:2][C:3]([C:5]1[N:6](C)[C:7]2[C:12]([CH:13]=1)=[CH:11][C:10]([F:14])=[CH:9][CH:8]=2)=O.CNC(C1N(C)C2C(C=1)=CC=CC=2)=O>>[F:14][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[NH:6][C:5]([CH2:3][NH:2][CH3:1])=[CH:13]2

Participants

3

Reactant 2

HCID 12303315N,1-dimethylindole-2-carboxamideHCID 22593743N,1-Dimethyl-5-fluoro-1H-indole-2-carboxamide

Product 1

HCID 22593726[(5-Fluoro-1H-indol-2-yl)methyl]-methylamineYield 78%

Procedure

According to the procedure of Preparation 1 (c), except substituting N,1-dimethyl-5-fluoro-1H-indole-2-carboxamide for the N,1-dimethyl-1H-indole-2-carboxamide, the title compound (1.5 g, 78%) was prepared as a white solid: MS (ES) m/e 193 (M+H)+.

Sources & evidence

ORD record
ord-0df955ce90fd40b79fd9c42c60be29ea
Source dataset
uspto-grants-2012_05
Patent number
US08173646B2

Reaction notes

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