Hydrochloric Acid → HCID 178435093, compound

HRID 2221712Notes

Reaction equation

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

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of 1-(4-{(E)-2-[3-(methoxymethoxy)-1-phenyl-1H-pyrazol-4-yl]ethenyl}-5-methyl-1,3-thiazol-2-yl)piperidine (0.61 g) in methanol (30 mL) was added concentrated hydrochloric acid (0.3 mL) at room temperature, and the mixture was stirred at 50° C. for 1 hr. The reaction mixture was evaporated under reduced pressure, and the residue was washed with ethyl acetate-methanol to give 4-({E}-2-[5-methyl-2-(piperidin-1-yl)-1,3-thiazol-4-yl]ethenyl)-1-phenyl-1H-pyrazol-3-ol.hydrochloride (0.49 g, yield 81%) as yellow prism crystals. melting point: 224-226° C.

Workup

customThe reaction mixture was evaporated under reduced pressure
washthe residue was washed with ethyl acetate-methanol

Sources & evidence

ORD record: ord-4f8848b50c6844acaf1af358f37c858f
Source dataset: uspto-grants-2008_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07368578B2

Reaction notes

Loading…