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

HRID 1361987Notes

Reaction equation

HRID 1361987 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].[CH2:13](OC(C1NC2C(C=1)=CC=CC=2)=O)[CH3:14]>>[CH2:13]([N:7]1[C:8]2[C:4](=[CH:3][C:2]([F:1])=[CH:10][CH:9]=2)[C:5]([CH:11]=[O:12])=[CH:6]1)[CH3:14]

Participants

3

Reactant 2

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

Product 1

HCID 221389981-ethyl-5-fluoro-1H-indole-3-carbaldehydeYield 57%

Procedure

According to the procedure of Preparation 9 (a), except substituting 5-fluoro-1H-indole-3-carboxaldehyde (0.41 g, 2.5 mmole) for the ethylindole-2-carboxylate, the title compound (0.20 g, 57%) was prepared as a viscous oil: MS (ES) m/e 191 (M+H)+.

Sources & evidence

ORD record
ord-093fcffdb89847caa7b665e1f49d70a9
Source dataset
uspto-grants-2011_02
Patent number
US07879872B2

Reaction notes

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