Ethyl indole-2-carboxylate → 5-fluoro-1-methyl-1H-indole-3-carbaldehyde

HRID 1361983

Reaction equation

HRID 1361983 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:11]=[O:12].N1C2C(=CC=CC=2)C=[C:14]1C(OCC)=O>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:14])[CH:6]=[C:5]2[CH:11]=[O:12]

Participants

3

Reactant 2

HCID 73125Ethyl indole-2-carboxylateHCID 2590895-fluoro-1H-indole-3-carbaldehyde

Product 1

HCID 13820095-fluoro-1-methyl-1H-indole-3-carbaldehydeYield 50%

Procedure

According to the procedure of Preparation 9 (a), except substituting 5-fluoro-1H-indole-3-carboxaldehyde (0.3 g, 1.8 mmole) for the ethyl indole-2-carboxylate, the title compound (0.16 g, 50%) was prepared as a viscous oil: MS (ES) m/e 178 (M+H)+.

Sources & evidence

ORD record
ord-bdd95ea46f684e56b350d52250163e65
Source dataset
uspto-grants-2011_02
Patent number
US07879872B2

Linked notes

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