Hydrochloric Acid → HCID 22909681, compound

HRID 1379104Notes

Reaction equation

[C:1](Cl)(=[O:3])[CH3:2].[OH:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[C:16]([C:17]3[CH:22]=[CH:21][C:20]([S:23]([CH3:26])(=[O:25])=[O:24])=[CH:19][CH:18]=3)=[CH:15][C:14]([C:27]([F:30])([F:29])[F:28])=[N:13]2)=[CH:8][CH:7]=1.O.Cl>N1C=CC=CC=1>[C:1]([O:5][C:6]1[CH:7]=[CH:8][C:9]([N:12]2[C:16]([C:17]3[CH:18]=[CH:19][C:20]([S:23]([CH3:26])(=[O:25])=[O:24])=[CH:21][CH:22]=3)=[CH:15][C:14]([C:27]([F:28])([F:29])[F:30])=[N:13]2)=[CH:10][CH:11]=1)(=[O:3])[CH3:2]

Participants

Conditions

Temperature: 5 °C

Procedure

Acetyl chloride (0.31 g) was added dropwise to an ice-cooled solution of 1-(4-hydroxyphenyl)-5-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)pyrazole (1 g) in pyridine (10 ml). The mixture was stirred at 5° C. for 3 hours, poured into water, and acidified with hydrochloric acid. The precipitates were filtered and purified by column chromatography on silica gel eluting with a mixture of chloroform and methanol (20:1) to give a yellow powder of 1-(4-acetoxyphenyl)-5-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)pyrazole (0.9 g).

Workup

filtrationThe precipitates were filtered
custompurified by column chromatography on silica gel eluting with a mixture of chloroform and methanol (20:1)

Sources & evidence

ORD record: ord-86447031b69144148007737c7070f3fc
Source dataset: uspto-grants-1997_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05670533

Reaction notes

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