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

HRID 1804085Notes

Reaction equation

HRID 1804085 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=1.[CH:12]1([C:15]2[C:16]([N:24]3[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]3)=[N:17][CH:18]=[C:19]([CH:21]3[CH2:23][CH2:22]3)[CH:20]=2)[CH2:14][CH2:13]1>>[CH:12]1([C:15]2[C:16]([N:24]3[CH2:25][CH2:26][N:27]([C:6]([C:5]4[CH:4]=[N:3][C:2]([F:1])=[CH:10][C:9]=4[CH3:11])=[O:8])[CH2:28][CH2:29]3)=[N:17][CH:18]=[C:19]([CH:21]3[CH2:23][CH2:22]3)[CH:20]=2)[CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 467392746-Fluoro-4-methylpyridine-3-carboxylic acidHCID 584847011-(3,5-Dicyclopropylpyridin-2-yl)piperazine

Product 1

HCID 58484583[4-(3,5-Dicyclopropylpyridin-2-yl)piperazin-1-yl](6-fluoro-4-methylpyridin-3-yl)methanoneYield 85.3%

Procedure

By reaction and treatment in the same manner as in Preparation Example 60 and using 6-fluoro-4-methylnicotinic acid (600 mg) and 1-(3,5-dicyclopropylpyridin-2-yl)piperazine (922 mg) described in Preparation Example 62, the title compound (1.23 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 60
  3. customdescribed in Preparation Example 62

Sources & evidence

ORD record
ord-32fe52f8662941c7a606f93d7c255c3d
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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