1-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine → (6-Bromo-2-methylpyridin-3-yl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2411376Notes

Reaction equation

HRID 2411376 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([CH3:11])[N:3]=1.[CH:12]1([C:15]2[CH:16]=[C:17]([CH3:27])[C:18]([N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)=[N:19][CH:20]=2)[CH2:14][CH2:13]1>>[Br:1][C:2]1[N:3]=[C:4]([CH3:11])[C:5]([C:6]([N:24]2[CH2:25][CH2:26][N:21]([C:18]3[C:17]([CH3:27])=[CH:16][C:15]([CH:12]4[CH2:13][CH2:14]4)=[CH:20][N:19]=3)[CH2:22][CH2:23]2)=[O:8])=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 584847181-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazineHCID 716915676-BroMo-2-Methyl-nicotinic acid

Product 1

HCID 86676771(6-Bromo-2-methylpyridin-3-yl)[4-(5-cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl]methanoneYield 57.1%

Procedure

Using 6-bromo-2-methylnicotinic acid (864 mg) and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine (913 mg) described in Preparation Example 83 and by the reaction and treatment in the same manner as in Preparation Example 111, the title compound (948 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 83 and by the reaction and treatment in the same manner as in Preparation Example 111

Sources & evidence

ORD record
ord-e85a252d1af24f30a7d87f5cd6e77f7a
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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