5-chloro-1-methyl-1H-indole-3-carbaldehyde → 5-chloro-1-methyl-3-(methylaminomethyl)-1H-indole

HRID 1690355Notes

Reaction equation

HRID 1690355 reaction equation
BrC1C=C[C:5](NCC(OC)=O)=[N:6]C=1.[Cl:14][C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][CH:23]=1)[N:20]([CH3:24])[CH:19]=[C:18]2[CH:25]=O>>[Cl:14][C:15]1[CH:16]=[C:17]2[C:21](=[CH:22][CH:23]=1)[N:20]([CH3:24])[CH:19]=[C:18]2[CH2:25][NH:6][CH3:5]

Participants

3

Reactant 2

HCID 167237965-chloro-1-methyl-1H-indole-3-carbaldehydeHCID 22139049Methyl 2-((5-bromopyridin-2-yl)amino)acetate

Product 1

HCID 221390175-chloro-1-methyl-3-(methylaminomethyl)-1H-indoleYield 93%

Procedure

According to the procedure of Preparation 13 (c), except substituting 5-chloro-1-methyl-1H-indole-3-carboxaldehyde for the, 3-dimethyl-1H-indole-2-carboxaldehyde, the title compound (2.1 g, 93%) was obtained as an amber oil: MS (ES) m/e 209.0 (M+H)+.

Sources & evidence

ORD record
ord-03e83df8ed4a43e6a7572f082de34ea9
Source dataset
uspto-grants-2012_04
Patent number
US08153652B2

Reaction notes

Loading…