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

HRID 1804101Notes

Reaction equation

HRID 1804101 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.[CH2:12]([C:14]1[CH:15]=[C:16]([CH3:26])[C:17]([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[N:18][CH:19]=1)[CH3:13]>>[CH2:12]([C:14]1[CH:15]=[C:16]([CH3:26])[C:17]([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:18][CH:19]=1)[CH3:13]

Participants

3

Reactant 2

HCID 164142236-Fluoro-5-methylpyridine-3-carboxylic acidHCID 584845781-(5-Ethyl-3-methylpyridin-2-yl)piperazine

Product 1

HCID 58484760[4-(5-Ethyl-3-methylpyridin-2-yl)piperazin-1-yl](6-fluoro-5-methylpyridin-3-yl)methanoneYield 39.9%

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-(5-ethyl-3-methylpyridin-2-yl)piperazine (661 mg) described in Preparation Example 53, the title compound (440 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 60
  3. customdescribed in Preparation Example 53

Sources & evidence

ORD record
ord-0b3687dc0a2740959f0068ed650cdb44
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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