4-Fluorobenzenesulfonyl chloride → HCID 86627995, compound

HRID 2077544Notes

Reaction equation

HRID 2077544 reaction equation
[NH2:1][C:2]1[C:3]([Cl:9])=[N:4][CH:5]=[C:6]([Br:8])[CH:7]=1.[F:10][C:11]1[CH:16]=[CH:15][C:14]([S:17](Cl)(=[O:19])=[O:18])=[CH:13][CH:12]=1>N1C=CC=CC=1>[F:10][C:11]1[CH:16]=[CH:15][C:14]([S:17]([N:1]([C:2]2[C:3]([Cl:9])=[N:4][CH:5]=[C:6]([Br:8])[CH:7]=2)[S:17]([C:14]2[CH:15]=[CH:16][C:11]([F:10])=[CH:12][CH:13]=2)(=[O:19])=[O:18])(=[O:19])=[O:18])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 95884-Fluorobenzenesulfonyl chlorideHCID 218583543-Amino-5-bromo-2-chloropyridine

Product 1

HCID 86627995HCID 86627995, compoundYield 85.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 3-amino-5-bromo-2-chloropyridine (0.94 g, 4.5 mmol) (Oakwood Products, Inc., West Columbia, S.C.) and 4-fluorobenzenesulfonyl chloride (Aldrich, St. Louis, Mo.) (1.73 g, 8.9 mmol) in pyridine (20 mL) was heated in a microwave tube at 100° C. for 15 minutes. The mixture was concentrated in vacuo and the residue was washed with EtOAc containing small amount of MeOH to give the desired product as a white solid (2.0 g).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. washthe residue was washed with EtOAc containing small amount of MeOH

Sources & evidence

ORD record
ord-1c5bb46ef0734a98a451a7c7176489b8
Source dataset
uspto-grants-2011_04
Patent number
US07928140B2

Reaction notes

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