3,4-Dimethylaniline → HCID 66965746, compound

HRID 1515063Notes

Reaction equation

C(OC([N:8]1[C:12]2[CH:13]=[C:14]([C:17](=[O:22])[C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:16][C:11]=2[N:10]=[C:9]1[C:23]1[C:28]([CH3:29])=[CH:27][CH:26]=[CH:25][C:24]=1[CH3:30])=O)(C)(C)C.CC1C=C(C=CC=1C)N>C1(C)C=CC=CC=1>[CH3:29][C:28]1[CH:27]=[CH:26][CH:25]=[C:24]([CH3:30])[C:23]=1[C:9]1[NH:8][C:12]2[CH:13]=[C:14]([C:17](=[O:22])[C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:16][C:11]=2[N:10]=1

Participants

Conditions

Temperature: 120 °C

Procedure

To a solution of 2-(2,6-dimethylphenyl)-6-(2,2,2-trifluoroacetyl)-benzoimidazole-1-carboxylic acid tert-butyl ester (617 mg) and 3,4-dimethylaniline (118 mg) in toluene (10 mL) was added 4 Å molecular sieves and pTos-OH (50 mg) then the mixture was stirred at 120° C. for 18 h. The sieves were filtered and the filtrate evaporated under reduced pressure to give 1-[2-(2,6-dimethylphenyl)-3H-benzoimidazol-5-yl]-2,2,2-trifluoro-ethanone as an oil.

Workup

filtrationThe sieves were filtered
customthe filtrate evaporated under reduced pressure

Sources & evidence

ORD record: ord-be821ac0cd4f4d51a111d76651bd5ada
Source dataset: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08222248B2

Reaction notes

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