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

HRID 2411312Notes

Reaction equation

HRID 2411312 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.[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])=[CH:10][C:9]=3[CH3:11])=[O:8])[CH2:24][CH2:25]2)=[N:18][CH:19]=1)[CH3:13]

Participants

3

Reactant 2

HCID 467392746-Fluoro-4-methylpyridine-3-carboxylic acidHCID 584845781-(5-Ethyl-3-methylpyridin-2-yl)piperazine

Product 1

HCID 58484602[4-(5-Ethyl-3-methylpyridin-2-yl)piperazin-1-yl](6-fluoro-4-methylpyridin-3-yl)methanoneYield 52.4%

Procedure

Using 6-fluoro-4-methylnicotinic acid (300 mg) and 1-(5-ethyl-3-methylpyridin-2-yl)piperazine (389 mg) described in Preparation Example 81 and by the reaction and treatment in the same manner as in Preparation Example 111, the title compound (340 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 81 and by the reaction and treatment in the same manner as in Preparation Example 111

Sources & evidence

ORD record
ord-d95b053da39447158c4699a2af72b684
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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