Hydrochloric Acid → HCID 178480059, compound

HRID 216362Notes

Reaction equation

Cl.[CH3:2][C:3]([CH3:46])([CH3:45])[CH2:4][C:5]1[N:6]=[C:7]([CH2:29][C:30]([C:33]2[CH:38]=[CH:37][C:36]([C:39]3[CH:40]=[N:41][N:42]([CH3:44])[CH:43]=3)=[CH:35][CH:34]=2)([OH:32])[CH3:31])[N:8](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:9]=1>CO>[CH3:2][C:3]([CH3:46])([CH3:45])[CH2:4][C:5]1[N:6]=[C:7]([CH2:29][C:30]([C:33]2[CH:38]=[CH:37][C:36]([C:39]3[CH:40]=[N:41][N:42]([CH3:44])[CH:43]=3)=[CH:35][CH:34]=2)([OH:32])[CH3:31])[NH:8][CH:9]=1

Participants

Conditions

Temperature: 70 °C

Procedure

Hydrogen chloride (4 M in 1,4-dioxane) (5.25 mL, 21 mmol) was added to an ambient temperature solution of 1-[4-(2,2-dimethylpropyl)-1-trityl-1H-imidazol-2-yl]-2-[4-(1-methyl-1H-pyrazol-4-yl)phenyl]propan-2-ol (250 mg, 0.42 mmol) in methanol (10 mL). After stirring at 70° C. for 1 h, volatiles were removed. The residue was partitioned between diethyl ether and 1 N hydrochloric acid. The aqueous phase was washed with diethyl ether, basified with 2.5 N aqueous sodium hydroxide and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (sodium sulfate) and concentrated in vacuo to afford the title compound. (M+H) found 339.

Workup

customvolatiles were removed
customThe residue was partitioned between diethyl ether and 1 N hydrochloric acid
washThe aqueous phase was washed with diethyl ether
extractionextracted with ethyl acetate
washThe combined organic extracts were washed with brine
dry with materialdried (sodium sulfate)
concentrationconcentrated in vacuo

Sources & evidence

ORD record: ord-eef7da6afb894142967b5ee27be5ba2e
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08193228B2

Reaction notes

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