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

HRID 1804099Notes

Reaction equation

HRID 1804099 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.[CH:12]1([C:15]2[CH:16]=[C:17]([CH3:27])[C:18]([N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)=[N:19][CH:20]=2)[CH2:14][CH2:13]1>>[CH:12]1([C:15]2[CH:16]=[C:17]([CH3:27])[C:18]([N:21]3[CH2:22][CH2:23][N:24]([C:6]([C:5]4[CH:4]=[N:3][C:2]([F:1])=[C:10]([CH3:11])[CH:9]=4)=[O:8])[CH2:25][CH2:26]3)=[N:19][CH:20]=2)[CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 164142236-Fluoro-5-methylpyridine-3-carboxylic acidHCID 584847181-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine

Product 1

HCID 58484721[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl](6-fluoro-5-methylpyridin-3-yl)methanoneYield 52.6%

Procedure

By reaction and treatment in the same manner as in Preparation Example 60 and using 6-fluoro-5-methylnicotinic acid (1 g) and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine (1.4 g) described in Preparation Example 96, the title compound (1.2 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 60
  3. customdescribed in Preparation Example 96

Sources & evidence

ORD record
ord-ffb25e03bcdc43ccae879c4e4b4a099a
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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