1,3-dimethyl-1H-indole-2-carbaldehyde → 7-fluoro-3-(methylaminomethyl)-1H-indole

HRID 1826021Notes

Reaction equation

HRID 1826021 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[C:7]2[CH:11]=O.[CH3:13][N:14]1C2C(=CC=CC=2)C(C)=C1C=O>>[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[C:7]2[CH2:11][NH:14][CH3:13]

Participants

3

Reactant 2

HCID 27714681,3-dimethyl-1H-indole-2-carbaldehydeHCID 221391207-Fluoro-1H-indole-3-carbaldehyde

Product 1

HCID 221390597-fluoro-3-(methylaminomethyl)-1H-indoleYield 90%

Procedure

According to the procedure of Preparation 13 (c),except substituting 7-fluoro-1H-indole-3-carboxaldehyde (0.5 g, 3.1 mmole) for the 1,3-dimethyl-1H-indole-2-carboxaldehyde, the title compound (0.5 g, 90%) was prepared as a viscous oil: MS (ES) m/e 179 (M+H)+.

Workup

  1. customAccording to the procedure of Preparation 13

Sources & evidence

ORD record
ord-163be56b31694636bc837a32100ddbfd
Source dataset
uspto-grants-2006_05
Patent number
US07049310B2

Reaction notes

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