4-Bromo-2-fluorobenzoic acid → 6-[4-(4-Bromo-2-fluorobenzoyl)piperazin-1-yl]-5-methylnicotinonitrile

HRID 1804080Notes

Reaction equation

HRID 1804080 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([F:11])[CH:3]=1.[CH3:12][C:13]1[C:14]([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)=[N:15][CH:16]=[C:17]([CH:20]=1)[C:18]#[N:19]>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:24]2[CH2:25][CH2:26][N:21]([C:14]3[C:13]([CH3:12])=[CH:20][C:17]([C:18]#[N:19])=[CH:16][N:15]=3)[CH2:22][CH2:23]2)=[O:8])=[C:4]([F:11])[CH:3]=1

Participants

3

Reactant 2

HCID 3026814-Bromo-2-fluorobenzoic acidHCID 673812745-Methyl-6-(piperazin-1-yl)nicotinonitrile

Product 1

HCID 584846066-[4-(4-Bromo-2-fluorobenzoyl)piperazin-1-yl]-5-methylnicotinonitrileYield 109.4%

Procedure

By reaction and treatment in the same manner as in Preparation Example 60 and using 4-bromo-2-fluorobenzoic acid (215 mg) and 5-methyl-6-piperazin-1-ylnicotinonitrile (202 mg), the title compound (433 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 60

Sources & evidence

ORD record
ord-33503e40e11b4ff0abd8f98e39f3fa79
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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