Diethyl Ether → N-(5-{1-[4-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-2-yl]-1H-imidazol-4-yl}-pyridin-2-yl)-acetamide

HRID 1928082Notes

Reaction equation

HRID 1928082 reaction equation
[F:1][C:2]([F:32])([F:31])[C:3]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[N:6]=[C:5]([N:19]2[CH:23]=[C:22]([C:24]3[CH:25]=[CH:26][C:27]([NH2:30])=[N:28][CH:29]=3)[N:21]=[CH:20]2)[N:4]=1.[CH2:33]([O:35]CC)[CH3:34]>C(OC(=O)C)(=O)C>[F:32][C:2]([F:1])([F:31])[C:3]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:17])([F:18])[F:16])=[CH:11][CH:10]=2)[N:6]=[C:5]([N:19]2[CH:23]=[C:22]([C:24]3[CH:25]=[CH:26][C:27]([NH:30][C:33](=[O:35])[CH3:34])=[N:28][CH:29]=3)[N:21]=[CH:20]2)[N:4]=1

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 602093465-{1-[4-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-2-yl]-1H-imidazol-4-yl}-pyridin-2-ylamine

Product 1

HCID 57468872N-(5-{1-[4-Trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-2-yl]-1H-imidazol-4-yl}-pyridin-2-yl)-acetamideYield 84%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A stirred solution of 5-{1-[4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-2-yl]-1H-imidazol-4-yl}-pyridin-2-ylamine (example 13) (0.314 g, 0.7 mmol) in acetic acid anhydride (6 ml) was heated at 120° C. for 1 h. To the cooled reaction mixture was added diethyl ether (10 ml), the precipitate was collected by filtration and dried to yield the title compound as a light yellow solid (0.29 g, 84%). MS (ISP) 493.3 [(M+H)+]; mp 314° C.

Workup

  1. customTo the cooled reaction mixture
  2. filtrationthe precipitate was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-db8b4d84d7ab405aaf82e29f8cbf91b6
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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