Trifluoroacetic acid → HCID 57469028, compound

HRID 1928311Notes

Reaction equation

HRID 1928311 reaction equation
C([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]2[N:19]=[CH:18][N:17]([C:20]3[CH:25]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:23]=[C:22]([C:30]4[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:32][CH:31]=4)[N:21]=3)[N:16]=2)[CH:10]=1)(=[O:8])=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O>ClCCl>[F:29][C:26]([F:27])([F:28])[C:24]1[CH:23]=[C:22]([C:30]2[CH:31]=[CH:32][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:34][CH:35]=2)[N:21]=[C:20]([N:17]2[CH:18]=[N:19][C:15]([C:11]3[CH:10]=[C:9]([S:6]([NH2:5])(=[O:8])=[O:7])[CH:14]=[CH:13][CH:12]=3)=[N:16]2)[CH:25]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57469029HCID 57469029, compound

Product 1

HCID 57469028HCID 57469028, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a cooled and stirred solution of the above prepared N-tert-butyl-3-{1-[4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-1H-[1,2,4]triazol-3-yl}-benzenesulfonamide (0.090 g, 0.16 mmol) in dichloromethane (3 mL) was added TFA (3 mL) and the reaction mixture was allowed to stir at room temperature for 15 h. The mixture was evaporated to dryness and saturated NaHCO3 solution (5 mL), diethyl ether and heptane were added. The mixture was stirred at room temperature for 1 h, the precipitate was collected by filtration, washed with water and heptane/diethyl ether and dried to yield the title compound as a white solid (0.022 g, 27%). MS (ISP) 514.3 [(M+H)+].

Workup

  1. temperatureTo a cooled
  2. stirringto stir at room temperature for 15 h
  3. customThe mixture was evaporated to dryness and saturated NaHCO3 solution (5 mL), diethyl ether and heptane
  4. additionwere added
  5. stirringThe mixture was stirred at room temperature for 1 h
  6. filtrationthe precipitate was collected by filtration
  7. washwashed with water and heptane/diethyl ether
  8. customdried

Sources & evidence

ORD record
ord-6c5b437e39a44431b16cedfa6e79ebba
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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