Hydrochloric Acid → HCID 178442236, compound

HRID 425372Notes

Reaction equation

Cl.[F:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][C:16]([C:19]3[N:20](S(N(C)C)(=O)=O)[CH:21]=[C:22]([CH2:24][C:25]([CH3:32])([C:28]([F:31])([F:30])[F:29])[CH:26]=[CH2:27])[N:23]=3)([OH:18])[CH3:17])=[CH:11][CH:10]=2)=[N:7][CH:8]=1>CO>[F:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:10]=[CH:11][C:12]([CH2:15][C:16]([C:19]3[NH:20][CH:21]=[C:22]([CH2:24][C:25]([CH3:32])([C:28]([F:31])([F:30])[F:29])[CH:26]=[CH2:27])[N:23]=3)([OH:18])[CH3:17])=[CH:13][CH:14]=2)=[N:7][CH:8]=1

Participants

Conditions

Temperature: 70 °C

Procedure

Hydrogen chloride (4 M in 1,4-dioxane) (2 mL, 8 mmol) was added to an ambient temperature solution of 2-{2-[4-(5-fluoropyridin-2-yl)phenyl]-1-hydroxy-1-methylethyl}-N,N-dimethyl-4-[2-methyl-2-(trifluoromethyl)but-3-en-1-yl]-1H-imidazole-1-sulfonamide (150 mg, 0.28 mmol) in methanol (4 mL). After stirring at 70° C. for 1 h, volatiles were removed. Chromatography over silica eluting with 0-80% acetone/methylene chloride afforded the title compound. (M+H) found: 434.

Workup

customvolatiles were removed

Sources & evidence

ORD record: ord-75b6fd68408c47b298c40cd463b896aa
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08106070B2

Reaction notes

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