Hydrochloric Acid → {1-[4-(1-Hydroxy-2-phenyl-ethyl)-benzyl]-3,5-dimethyl-1H-pyrazol-4-yl}-acetic acid

HRID 1631924Notes

Reaction equation

C[O:2][C:3](=[O:28])[CH2:4][C:5]1[C:6]([CH3:27])=[N:7][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([CH:18]([OH:26])[CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:14][CH:13]=2)[C:9]=1[CH3:10].[OH-].[Na+].O.Cl>O1CCOCC1>[OH:26][CH:18]([C:15]1[CH:16]=[CH:17][C:12]([CH2:11][N:8]2[C:9]([CH3:10])=[C:5]([CH2:4][C:3]([OH:28])=[O:2])[C:6]([CH3:27])=[N:7]2)=[CH:13][CH:14]=1)[CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

Conditions

Temperature: 60 °C

Procedure

{1-[4-(1-Hydroxy-2-phenyl-ethyl)-benzyl]-3,5-dimethyl-1H-pyrazol-4-yl}-acetic acid methyl ester (intermediate 15.1.2, 110 mg, 0.29 mmol) was dissolved in 3 ml dioxane and aqueous NaOH solution (0.58 ml, 1 M) was added. After stirring for 2.5 h at 60° C. and dilution with water, aqueous HCl solution (0.61 ml, 1 M) was added. The mixture was extracted with ethyl acetate, and the organic layer was dried with MgSO4 and evaporated under reduced pressure. The residue was lyophilized.

Workup

extractionThe mixture was extracted with ethyl acetate
dry with materialthe organic layer was dried with MgSO4
customevaporated under reduced pressure

Sources & evidence

ORD record: ord-c4364199ed5d4700911ce6e25e18b6df
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08791272B2

Reaction notes

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