6-Fluoro-5-methylpyridine-3-carboxylic acid → [4-(3,5-Dimethylpyridin-2-yl)piperazin-1-yl](6-fluoro-5-methylpyridin-3-yl)methanone

HRID 1804100Notes

Reaction equation

HRID 1804100 reaction equation
[F:1][C:2]1[C:10]([CH3:11])=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=1.[CH3:12][C:13]1[C:14]([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[N:15][CH:16]=[C:17]([CH3:19])[CH:18]=1>>[CH3:12][C:13]1[C:14]([N:20]2[CH2:21][CH2:22][N:23]([C:6]([C:5]3[CH:4]=[N:3][C:2]([F:1])=[C:10]([CH3:11])[CH:9]=3)=[O:8])[CH2:24][CH2:25]2)=[N:15][CH:16]=[C:17]([CH3:19])[CH:18]=1

Participants

3

Reactant 2

HCID 164142236-Fluoro-5-methylpyridine-3-carboxylic acidHCID 584844961-(3,5-Dimethylpyridin-2-yl)piperazine

Product 1

HCID 58484665[4-(3,5-Dimethylpyridin-2-yl)piperazin-1-yl](6-fluoro-5-methylpyridin-3-yl)methanoneYield 103.9%

Procedure

By reaction and treatment in the same manner as in Preparation Example 60 and using 6-fluoro-5-methylnicotinic acid (500 mg) and 1-(3,5-dimethylpyridin-2-yl)piperazine (620 mg) described in Preparation Example 47, the title compound (1.1 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 60
  3. customdescribed in Preparation Example 47

Sources & evidence

ORD record
ord-4470b9ab8f704a2ab03654eaedf92f33
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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