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

HRID 1297433

Reaction equation

HRID 1297433 reaction equation
BrC1C=C[C:5](NCC(OC)=O)=[N:6]C=1.[F:14][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]2[C:23]=1[NH:22][CH:21]=[C:20]2[CH:24]=O.CN1C2C(=CC=CC=2)C(C)=C1C=O>>[F:14][C:15]1[CH:16]=[CH:17][CH:18]=[C:19]2[C:23]=1[NH:22][CH:21]=[C:20]2[CH2:24][NH:6][CH3:5]

Participants

4

Reactant 3

HCID 27714681,3-dimethyl-1H-indole-2-carbaldehydeHCID 22139049Methyl 2-((5-bromopyridin-2-yl)amino)acetateHCID 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)+.

Sources & evidence

ORD record
ord-75c23f5d9c0b425bb74590997fc32e9b
Source dataset
uspto-grants-2007_07
Patent number
US07250424B2

Linked notes

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