Hydrochloric Acid → HCID 178525239, compound

HRID 2221687Notes

Reaction equation

HRID 2221687 reaction equation
[C:1]([O:9][CH2:10][C:11]1[S:12][CH:13]=[C:14](/[CH:16]=[CH:17]/[C:18]2[C:19]([O:29]COC)=[N:20][N:21]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:22]=2)[N:15]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>CO>[C:1]([O:9][CH2:10][C:11]1[S:12][CH:13]=[C:14](/[CH:16]=[CH:17]/[C:18]2[C:19]([OH:29])=[N:20][N:21]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:22]=2)[N:15]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23076603HCID 23076603, compound

Product 1

HCID 178525239HCID 178525239, compoundYield 85.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of (4-{(E)-2-[3-(methoxymethoxy)-1-phenyl-1H-pyrazol-4-yl]ethenyl}-1,3-thiazol-2-yl)methyl benzoate (1.02 g) in methanol (30 mL) was added concentrated hydrochloric acid (0.28 mL) at room temperature, and the mixture was stirred at 50° C. for 2 hrs. The reaction mixture was evaporated under reduced pressure, and the residue was washed with ethyl acetate-methanol to give {4-[(E)-2-(3-hydroxy-1-phenyl-1H-pyrazol-4-yl)ethenyl]-1,3-thiazol-2-yl}methyl benzoate (0.79 g, yield 79%) as colorless crystals. melting point: 215-216° C.

Workup

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

Sources & evidence

ORD record
ord-86e78b098a5247b6a5f10f2156cd8fc7
Source dataset
uspto-grants-2008_05
Patent number
US07368578B2

Reaction notes

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