Sodium Hydroxide → N,1-Dimethyl-5-fluoro-1H-indole-2-carboxamide

HRID 2112645Notes

Reaction equation

HRID 2112645 reaction equation
[OH-].[Na+].[F:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH3:13])[C:8]([C:14]([O:16]CC)=O)=[CH:7]2.[CH3:19][N:20]1C2C(=CC=CC=2)C=C1C(OCC)=O>>[CH3:19][NH:20][C:14]([C:8]1[N:9]([CH3:13])[C:10]2[C:6]([CH:7]=1)=[CH:5][C:4]([F:3])=[CH:12][CH:11]=2)=[O:16]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 143368ethyl 1-methyl-1H-indole-2-carboxylateHCID 10775338Ethyl 5-fluoro-1-methyl-1H-indole-2-carboxylate

Product 1

HCID 22593743N,1-Dimethyl-5-fluoro-1H-indole-2-carboxamideYield 68%

Procedure

According to the procedure of Preparation 1 (b), except substituting ethyl 5-fluoro-1-methyl-1H-indole-2-carboxylate for the ethyl 1-methyl-1H-indole-2-carboxylate, the title compound (2.1 g, 68%) was prepared as a white solid: MS (ES) m/e 207 (M+H)+.

Sources & evidence

ORD record
ord-70c76de11b324af084da1cac809f69ff
Source dataset
uspto-grants-2009_04
Patent number
US07524843B2

Reaction notes

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