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

HRID 2411314Notes

Reaction equation

HRID 2411314 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 85.5%

Procedure

Using 6-fluoro-4-methylnicotinic acid (0.60 g) and 1-(3,5-dicyclopropylpyridin-2-yl)piperazine (0.92 g) described in Preparation Example 88 and by the reaction and treatment in the same manner as in Preparation Example 111, the title compound (1.23 g) was obtained.

Workup

  1. customdescribed in Preparation Example 88 and by the reaction and treatment in the same manner as in Preparation Example 111

Sources & evidence

ORD record
ord-fa192ea190e34de99eac0f8f12d02be3
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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