Thionyl Chloride → HCID 58443402, compound

HRID 2067967Notes

Reaction equation

HRID 2067967 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([NH:13][C:14]([C:16]2[CH:17]=[N:18][N:19]([C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[C:24]([Cl:29])[CH:23]=3)[C:20]=2[CH3:21])=[O:15])[CH2:9][C:10](O)=[O:11])[CH:5]=[CH:6][CH:7]=1.S(Cl)([Cl:32])=O>>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([NH:13][C:14]([C:16]2[CH:17]=[N:18][N:19]([C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[C:24]([Cl:29])[CH:23]=3)[C:20]=2[CH3:21])=[O:15])[CH2:9][C:10]([Cl:32])=[O:11])[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 58443379HCID 58443379, compound

Product 1

HCID 58443402HCID 58443402, compoundYield 98%

Procedure

A solution of 3-(3-bromo-phenyl)-3-{[1-(3,4-dichloro-phenyl)-5-methyl-1H-pyrazole-4-carbonyl]-amino}-propionic acid (870 mg, 1.8 mmol) in thionyl chloride (40 mL) is heated at reflux for 1 hour. After cooling to room temperature, the reaction mixture is concentrated in vacuo to afford 3-(3-bromo-phenyl)-3-{[1-(3,4-dichloro-phenyl)-5-methyl-1H-pyrazole-4-carbonyl]-amino}-propionyl chloride as an off-white solid (880 mg, 98%) which is used without further purification.

Workup

  1. temperatureat reflux for 1 hour
  2. concentrationthe reaction mixture is concentrated in vacuo

Sources & evidence

ORD record
ord-730c2a9c05a84871be4b1c59cdd5d405
Source dataset
uspto-grants-2012_10
Patent number
US08293917B2

Reaction notes

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