Trifluoroacetic acid → 2-(4-(4,5-Bis-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)-5,6-dihydropyridin-1(2H)-yl)-3-(trifluoromethyl)pyridine

HRID 2116908Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[NH:15][C:16]([C:29]3[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][CH:30]=3)=[C:17]([C:19]3[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=3)[N:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[C:39](O)([C:41]([F:44])([F:43])[F:42])=O>>[F:27][C:25]([F:28])([F:26])[C:22]1[CH:21]=[CH:20][C:19]([C:17]2[N:18]=[C:14]([C:11]3[CH2:10][CH2:9][N:8]([C:13]4[C:39]([C:41]([F:44])([F:43])[F:42])=[CH:11][CH:10]=[CH:9][N:8]=4)[CH2:13][CH:12]=3)[NH:15][C:16]=2[C:29]2[CH:30]=[CH:31][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:33][CH:34]=2)=[CH:24][CH:23]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 586258544-[4,5-Bis-(4-trifluoromethyl-phenyl)-1H-imidazol-2-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

Product 1

HCID 116642732-(4-(4,5-Bis-(4-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)-5,6-dihydropyridin-1(2H)-yl)-3-(trifluoromethyl)pyridine

Procedure

4-[4,5-Bis-(4-trifluoromethyl-phenyl)-1H-imidazol-2-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester from step (a) above was treated with TFA under the condition of Example 22(c) to give the title compound, which was used directly in the next step without additional purification. MS (ESI, positive ion) m/z: 438 (M+1).

Sources & evidence

ORD record: ord-b5d9ce4009784138ab2d08b4eca135d7
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07439360B2

Reaction notes

Loading…