6-Bromonicotinic acid → 2-[4-(6-Bromopyridine-3-carbonyl)piperazin-1-yl]-5-methylnicotinonitrile

HRID 2411320Notes

Reaction equation

HRID 2411320 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=1.[C:11]([C:13]1[C:14]([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[N:15][CH:16]=[C:17]([CH3:19])[CH:18]=1)#[N:12]>>[Br:1][C:2]1[N:3]=[CH:4][C:5]([C:6]([N:23]2[CH2:24][CH2:25][N:20]([C:14]3[N:15]=[CH:16][C:17]([CH3:19])=[CH:18][C:13]=3[C:11]#[N:12])[CH2:21][CH2:22]2)=[O:8])=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 2389326-Bromonicotinic acidHCID 712522894-(3-Cyano-5-methylpyridin-2-yl)piperazine

Product 1

HCID 866767642-[4-(6-Bromopyridine-3-carbonyl)piperazin-1-yl]-5-methylnicotinonitrileYield 79.2%

Procedure

Using 6-bromonicotinic acid (303 mg) and 4-(3-cyano-5-methylpyridin-2-yl)piperazine (303 mg) described in Preparation Example 107 and by the reaction and treatment in the same manner as in Preparation Example 111, the title compound (458 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 107 and by the reaction and treatment in the same manner as in Preparation Example 111

Sources & evidence

ORD record
ord-7eac7b0eb0344ceead57a10fd8a1d035
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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