Pyridine → HCID 21105105, compound

HRID 1354271Notes

Reaction equation

HRID 1354271 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]([F:16])([F:15])[F:14])=[C:11]([C:17](Cl)=[O:18])[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[NH2:20][C:21]1[CH:22]=[C:23]([S:27]([F:30])(=[O:29])=[O:28])[CH:24]=[CH:25][CH:26]=1.N1C=CC=CC=1>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]([F:16])([F:15])[F:14])=[C:11]([C:17]([NH:20][C:21]3[CH:22]=[C:23]([S:27]([F:30])(=[O:29])=[O:28])[CH:24]=[CH:25][CH:26]=3)=[O:18])[CH:10]=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 67780Benzenesulfonyl fluoride, 3-amino-HCID 27366451-(4-Chlorophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carbonyl chloride

Product 1

HCID 21105105HCID 21105105, compoundYield 74.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(4-Chloro-phenyl)-5-trifluoromethyl-1H-pyrazole-4-carbonyl chloride (3.00 g, 9.70 mmol) was added to 3-amino-benzenesulfonyl fluoride (1.87 g, 10.6 mmol) in CH2Cl2 (50 ml) containing pyridine (2.35 ml, 29.1 mmol). Reaction mixture stirred overnight at room temperature, concentrated under reduced pressure and crude product purified by column chromatography to give 3-{[1-(4-chloro-phenyl)-5-trifluoromethyl-1H-pyrazole-4-carbonyl]-amino}-benzenesulfonyl fluoride (3.23 g, 74%).

Workup

  1. customReaction mixture
  2. concentrationconcentrated under reduced pressure and crude product
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-0a4e76a66c024c95a5f8d7a344581084
Source dataset
uspto-grants-2007_05
Patent number
US07223782B2

Reaction notes

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