Triethylamine → N-(5-Bromopyrazin-2-YL)-2,6-difluorobenzamide

HRID 1527994Notes

Reaction equation

HRID 1527994 reaction equation
[Br:1][C:2]1[CH:7]=[N:6][C:5]([NH2:8])=[CH:4][N:3]=1.C(N(CC)CC)C.[F:16][C:17]1[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[C:18]=1[C:19](Cl)=[O:20]>ClCCl>[Br:1][C:2]1[N:3]=[CH:4][C:5]([NH:8][C:19](=[O:20])[C:18]2[C:17]([F:16])=[CH:25][CH:24]=[CH:23][C:22]=2[F:26])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 874382,6-Difluorobenzoyl chlorideHCID 5995392-Amino-5-bromopyrazine

Product 1

HCID 53415197N-(5-Bromopyrazin-2-YL)-2,6-difluorobenzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 2-bromo-5-amino-pyrazine (24 mmol), triethyl amine (TEA) (5 mL) in dry dichloromethane (DCM) (50 mL) at 00° C. was added 2,6-difluoro-benzoyl chloride (3.0 mL, 24 mmol) dropwise. The mixture was allowed to warm to room temperature over 2 h before it was washed with water (2×100 mL) and dried. Removal of solvents gave N-(5-bromo-pyrazin-2-yl)-2,6-difluorobenzamide (b) as white solid.

Workup

  1. washwas washed with water (2×100 mL)
  2. customdried
  3. customRemoval of solvents

Sources & evidence

ORD record
ord-cbb82551434840d28d8ce0d8525b84d3
Source dataset
uspto-grants-2015_07
Patent number
US09090570B2

Reaction notes

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