4-Bromo-2-fluorobenzoyl chloride → (4-Bromo-2-fluorophenyl)[4-(3-cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411260Notes

Reaction equation

HRID 2411260 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[C:4]([F:11])[CH: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>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:26]2[CH2:27][CH2:28][N:23]([C:17]3[C:16]([CH:13]4[CH2:15][CH2:14]4)=[CH:21][C:20]([CH3:22])=[CH:19][N:18]=3)[CH2:24][CH2:25]2)=[O:7])=[C:4]([F:11])[CH:3]=1

Participants

3

Reactant 2

HCID 27340264-Bromo-2-fluorobenzoyl chlorideHCID 673807751-(3-Cyclopropyl-5-methylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 58484686(4-Bromo-2-fluorophenyl)[4-(3-cyclopropyl-5-methylpyridin-2-yl)piperazin-1-yl]methanoneYield 54.6%

Procedure

Using 4-bromo-2-fluorobenzoyl chloride (2.6 g) and 1-(3-cyclopropyl-5-methylpyridin-2-yl)piperazine hydrochloride (2.8 g) described in Preparation Example 85 and by the reaction and treatment in the same manner as in Preparation Example 108, the title compound (2.5 g) was obtained.

Workup

  1. customdescribed in Preparation Example 85 and by the reaction and treatment in the same manner as in Preparation Example 108

Sources & evidence

ORD record
ord-7789bbada3d04b09b9203c0f7b0aeab7
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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