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

HRID 2411317Notes

Reaction equation

HRID 2411317 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.Cl.[CH:13]1([C:16]2[C:17]([N:23]3[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)=[N:18][CH:19]=[C:20]([CH3:22])[CH:21]=2)[CH2:15][CH2:14]1>>[CH:13]1([C:16]2[C:17]([N:23]3[CH2:28][CH2:27][N:26]([C:6]([C:5]4[CH:4]=[N:3][C:2]([F:1])=[CH:10][C:9]=4[CH3:11])=[O:8])[CH2:25][CH2:24]3)=[N:18][CH:19]=[C:20]([CH3:22])[CH:21]=2)[CH2:14][CH2:15]1

Participants

3

Reactant 2

HCID 467392746-Fluoro-4-methylpyridine-3-carboxylic acidHCID 673807751-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 71252234[4-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl](6-fluoro-4-methylpyridin-3-yl)methanoneYield 61.4%

Procedure

Using 6-fluoro-4-methylnicotinic acid (139 mg) and a free form (210 mg) of 1-(3-cyclopropyl-5-methylpyridin-2-yl)piperazine hydrochloride described in Preparation Example 85 with a base and by the reaction and treatment in the same manner as in Preparation Example 119, the title compound (180 mg) was obtained.

Sources & evidence

ORD record
ord-ad344a33f9f64fe380af0119c1fb713b
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

Loading…