Hydrochloric Acid → 5-Methyl-2-[4-(trifluoromethoxy)phenyl]-1H-imidazole-4-carboxylic acid

HRID 229855Notes

Reaction equation

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

Participants

Conditions

Temperature: 100 °C

Procedure

To 11.0 g of 5-methyl-2-(4-trifluoromethoxy-phenyl)-1H-imidazole-4-carboxylic acid ethyl ester in 40 ml of ethanol was added 40 ml of a 2N—NaOH solution and the reaction mixture was stirred at 100° C. for 17 hours. After such time the reaction mixture was cooled to +5° C. and treated with 80 ml of a 1N HCl solution. The precipitate was filtered, washed with water and dried under high vacuo to yield 8.3 g of a white powder.

Workup

temperatureAfter such time the reaction mixture was cooled to +5° C.
filtrationThe precipitate was filtered
washwashed with water
customdried under high vacuo

Sources & evidence

ORD record: ord-1d6c2579c1f2444dbefc95c66c21f644
Source dataset: uspto-grants-2009_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07563910B2

Reaction notes

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