Hydrochloric Acid → 6-morpholin-4-yl-2-(2-trifluoromethyl-phenyl)-1H-benzoimidazole-4-carboxylic acid

HRID 85141

Reaction equation

C[O:2][C:3]([C:5]1[C:13]2[N:12]=[C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[C:20]([F:23])([F:22])[F:21])[NH:10][C:9]=2[CH:8]=[C:7]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)[CH:6]=1)=[O:4].Cl>[OH-].[Na+]>[N:24]1([C:7]2[CH:6]=[C:5]([C:3]([OH:4])=[O:2])[C:13]3[N:12]=[C:11]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=4[C:20]([F:21])([F:23])[F:22])[NH:10][C:9]=3[CH:8]=2)[CH2:25][CH2:26][O:27][CH2:28][CH2:29]1

Participants

Conditions

Temperature: 70 °C

Procedure

A mixture containing 6-morpholin-4-yl-2-(2-trifluoromethyl-phenyl)-1H-benzoimidazole-4-carboxylic acid methyl ester (75; 670 mg, 1.65 mmol) in 1M NaOH (27 ml) was stirred at 70° C. for 30 min. The reaction mixture was neutralized with 10% aqueous HCl. The resulting precipitate was collected by filtration and dried to afford 6-morpholin-4-yl-2-(2-trifluoromethyl-phenyl)-1H-benzoimidazole-4-carboxylic acid 76 (600 mg, 93%) as a pale yellow solid.

Workup

filtrationThe resulting precipitate was collected by filtration
customdried

Sources & evidence

ORD record: ord-f2382b72b62b4358bbb4218ab9da4204
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08846947B2

Linked notes

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