Ethyl indole-2-carboxylate → 6-Fluoro-1-methyl-1H-indole-3-carbaldehyde

HRID 18262

Reaction equation

HRID 18262 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:11]=[O:12])=[CH:7][NH:8]2)=[CH:4][CH:3]=1.N1C2C(=CC=CC=2)C=[C:14]1C(OCC)=O>>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:11]=[O:12])=[CH:7][N:8]2[CH3:14])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 73125Ethyl indole-2-carboxylateHCID 2629036-Fluoroindole-3-carboxaldehyde

Product 1

HCID 64981976-Fluoro-1-methyl-1H-indole-3-carbaldehydeYield 94%

Procedure

According to the procedure of Preparation 9 (a), except substituting 6-fluoro-1H-indole-3-carboxaldehyde (0.3 g, 1.8 mmole) for the ethyl indole-2-carboxylate, the title compound (0.3 g, 94%) was prepared as a viscous oil: MS (ES) m/e 178 (M+H)+.

Sources & evidence

ORD record
ord-9ec462ad40ea4996b27ff6fb94c369c1
Source dataset
uspto-grants-2010_06
Patent number
US07741339B2

Linked notes

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