Hydrochloric Acid → HCID 178521648, compound

HRID 216406Notes

Reaction equation

CN(C)S([N:6]1[CH:10]=[C:9]([CH2:11][C:12]2([C:15]([F:18])([F:17])[F:16])[CH2:14][CH2:13]2)[N:8]=[C:7]1[C@H:19]([OH:37])[C@:20]([OH:36])([C:25]1[CH:30]=[CH:29][C:28]([N:31]2[CH:35]=[CH:34][CH:33]=[N:32]2)=[CH:27][CH:26]=1)[C:21]([F:24])([F:23])[F:22])(=O)=O.Cl>CO>[F:24][C:21]([F:22])([F:23])[C@@:20]([C:25]1[CH:30]=[CH:29][C:28]([N:31]2[CH:35]=[CH:34][CH:33]=[N:32]2)=[CH:27][CH:26]=1)([OH:36])[C@@H:19]([C:7]1[NH:6][CH:10]=[C:9]([CH2:11][C:12]2([C:15]([F:17])([F:18])[F:16])[CH2:13][CH2:14]2)[N:8]=1)[OH:37]

Participants

Conditions

Temperature: 70 °C

Procedure

A methanol (2.0 mL) solution of N,N-dimethyl-2-{(1S,2R)-3,3,3-trifluoro-1,2-dihydroxy-2-[4-(1H-pyrazol-1-yl)phenyl]propyl}-4-{[1-(trifluoromethyl)cyclopropyl]methyl}-1H-imidazole-1-sulfonamide (20.2 mg, 0.036 mmol) was charged with concentrated hydrochloric acid (0.5 mL, 6.0 mmol) and heated to 70° C. After the starting material has been all consumed, the reaction mixture was quenched by sodium bicarbonate and extracted with dichloromethane/ethyl acetate. The combined organic extracts were concentrated in vacuo to afford the title compound. (M+H) found 461.

Workup

customthe reaction mixture was quenched by sodium bicarbonate
extractionextracted with dichloromethane/ethyl acetate
concentrationThe combined organic extracts were concentrated in vacuo

Sources & evidence

ORD record: ord-6694b9caf7714b7fbe2124e7671c659a
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08193228B2

Reaction notes

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