Ethanol → 1-(5-bromopyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid

HRID 1748437Notes

Reaction equation

C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][N:13]=2)[C:10]=1[CH3:11])=[O:5])C.C(O)C.[OH-].[Na+]>O>[Br:18][C:15]1[CH:16]=[CH:17][C:12]([N:9]2[C:10]([CH3:11])=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[N:8]2)=[N:13][CH:14]=1

Participants

Conditions

Temperature: 80 °C

Procedure

1-(5-Bromopyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (3.1 g) was added to ethanol (20 ml), water (10 ml) and 4N aqueous solution of sodium hydroxide (10 ml), stirred at 80° C. for five hours, and the solvent was evaporated in vacuo. 1N Hydrochloric acid aqueous solution was added to the residue at 0° C. and the precipitated solid was washed with water to give the titled compound (1.78 g) as a white solid.

Workup

customthe solvent was evaporated in vacuo
addition1N Hydrochloric acid aqueous solution was added to the residue at 0° C.
washthe precipitated solid was washed with water

Sources & evidence

ORD record: ord-8f335b3d5c17488a86a3d2d352603016
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09150555B2

Reaction notes

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