Hydrochloric Acid → HCID 178435097, compound

HRID 2221715Notes

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][O: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][O: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 4-(4-{(E)-2-[3-(methoxymethoxy)-1-phenyl-1H-pyrazol-4-yl]ethenyl}-5-methyl-1,3-thiazol-2-yl)morpholine (1.0 g) in methanol (20 mL) was added concentrated hydrochloric acid (0.4 mL) at room temperature, and stirred at 50° C. for 1.5 hrs. 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-(morpholin-4-yl)-1,3-thiazol-4-yl]ethenyl}-1-phenyl-1H-pyrazol-3-ol.hydrochloride (0.98 g, yield 100%) as gray crystals. melting point: 278-279° C.

Workup

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

Sources & evidence

ORD record: ord-ef3e2c677f4744a0a912693d514c2f9a
Source dataset: uspto-grants-2008_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07368578B2

Reaction notes

Loading…