2-Chloroaniline → N-(2-Chlorophenyl)-2-fluoronicotinamide

HRID 1986080Notes

Reaction equation

HRID 1986080 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[F:9][C:10]1[N:25]=[CH:24][CH:23]=[CH:22][C:11]=1[C:12](NC1C=CC=CC=1C)=[O:13]>>[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH:4][C:12](=[O:13])[C:11]1[CH:22]=[CH:23][CH:24]=[N:25][C:10]=1[F:9]

Participants

3

Reactant 2

HCID 72402-ChloroanilineHCID 577213712-Fluoro-N-o-tolylnicotinamide

Product 1

HCID 57721372N-(2-Chlorophenyl)-2-fluoronicotinamideYield 84%

Procedure

2-Chloroaniline (Aldrich, 0.17 mL, 1.6 mmol) was converted to the desired compound (0.084 g, 84%) in a manner similar to the preparation of 2-fluoro-N-o-tolylnicotinamide (Step A of Example 8). MS(ESI+) m/z 251 (M+H)+.

Sources & evidence

ORD record
ord-e058b416afca4bddbe3dc57b43993759
Source dataset
uspto-grants-2009_06
Patent number
US07547782B2

Reaction notes

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