4-Bromo-3-fluorobenzoic acid → (4-Bromo-3-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411256Notes

Reaction equation

HRID 2411256 reaction equation
[CH3:1][C:2]1[C:3]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.[Br:15][C:16]1[CH:24]=[CH:23][C:19]([C:20](O)=[O:21])=[CH:18][C:17]=1[F:25]>>[Br:15][C:16]1[CH:24]=[CH:23][C:19]([C:20]([N:12]2[CH2:11][CH2:10][N:9]([C:3]3[C:2]([CH3:1])=[CH:7][C:6]([CH3:8])=[CH:5][N:4]=3)[CH2:14][CH2:13]2)=[O:21])=[CH:18][C:17]=1[F:25]

Participants

3

Reactant 2

HCID 27733414-Bromo-3-fluorobenzoic acidHCID 584844961-(3,5-Dimethylpyridin-2-yl)piperazine

Product 1

HCID 58484572(4-Bromo-3-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneYield 67.4%

Procedure

Using 1-(3,5-dimethylpyridin-2-yl)piperazine (2.87 g) described in Preparation Example 79 and 4-bromo-3-fluorobenzoic acid (3.29 g) and by the reaction and treatment in the same manner as in Preparation Example 111, the title compound (3.97 g) was obtained.

Sources & evidence

ORD record
ord-285bbb2595d14c049e2fa29cf862d38c
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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