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 1804083Notes

Reaction equation

HRID 1804083 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 59.1%

Procedure

By reaction and treatment in the same manner as in Preparation Example 60 and using 6-fluoro-4-methylnicotinic acid (500 mg) and 1-(5-ethyl-3-methylpyridin-2-yl)piperazine (649 mg) described in Preparation Example 53, the title compound (640 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-3ec5b62dffda4079a5d14da98e3546ef
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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