4-Fluoro-2-methylaniline → 2-Fluoro-N-(4-fluoro-2-methylphenyl)nicotinamide

HRID 1986078Notes

Reaction equation

HRID 1986078 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH3:9])[CH:3]=1.[F:10][C:11]1[N:26]=[CH:25][CH:24]=[CH:23][C:12]=1[C:13](NC1C=CC=CC=1C)=[O:14]>>[F:10][C:11]1[N:26]=[CH:25][CH:24]=[CH:23][C:12]=1[C:13]([NH:6][C:5]1[CH:7]=[CH:8][C:2]([F:1])=[CH:3][C:4]=1[CH3:9])=[O:14]

Participants

3

Reactant 2

HCID 679824-Fluoro-2-methylanilineHCID 577213712-Fluoro-N-o-tolylnicotinamide

Product 1

HCID 577213252-Fluoro-N-(4-fluoro-2-methylphenyl)nicotinamideYield 99%

Procedure

4-Fluoro-2-methylaniline (Aldrich, 0.18 mL, 1.6 mmol) was converted to the desired compound (0.098 g, 99%) in a manner similar to the preparation of 2-fluoro-N-o-tolylnicotinamide (Step A of Example 8). MS(ESI+) m/z 249 (M+H)+.

Sources & evidence

ORD record
ord-e6ef03d742f44a3fac5f14a252a07692
Source dataset
uspto-grants-2009_06
Patent number
US07547782B2

Reaction notes

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