Hydrochloric Acid → HCID 19366047, compound

HRID 850082Notes

Reaction equation

C([O:9][CH2:10][C:11]([CH3:33])([CH3:32])[CH2:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[CH:24]=[C:23]([C:25]([O:27]CC)=[O:26])[CH:22]=[N:21]2)=[CH:16][C:15]=1[C:30]#[N:31])(=O)C1C=CC=CC=1.[OH-].[Na+].O.Cl>C(O)C>[C:30]([C:15]1[CH:16]=[C:17]([N:20]2[CH:24]=[C:23]([C:25]([OH:27])=[O:26])[CH:22]=[N:21]2)[CH:18]=[CH:19][C:14]=1[O:13][CH2:12][C:11]([CH3:33])([CH3:32])[CH2:10][OH:9])#[N:31]

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution (20 ml) of ethyl 1-(4-(3-benzoyloxy-2,2-di methylpropoxy)-3-cyanophenyl) pyrazole-4-carboxylate (2.89 g) obtained in Example 37 in ethanol was added 1 N aqueous sodium hydroxide solution (14.2 ml) with stirring, and the mixture was heated at 50° C. for 3 hours. After the completion of the reaction, the reaction mixture was poured into water and neutralized with 1 N hydrochloric acid (15 ml). The precipitated crystals were recrystallized from ethyl acetate to give 0.3 g of 1-(3-cyano-4-(2,2-dimethyl 3-hydroxypropoxy)phenyl)pyrazole-4-carboxylic acid, melting point 188-190° C.

Workup

customAfter the completion of the reaction
customThe precipitated crystals were recrystallized from ethyl acetate

Sources & evidence

ORD record: ord-73dea8c57dba4ca1b0d889e9b1614bd3
Source dataset: uspto-grants-2000_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06015829

Reaction notes

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