Water → HCID 86601225, compound

HRID 349272Notes

Reaction equation

HRID 349272 reaction equation
[F:1][C:2]([F:46])([F:45])[C:3]1[CH:4]=[C:5]([CH:38]=[C:39]([C:41]([F:44])([F:43])[F:42])[CH:40]=1)[CH2:6][N:7]1[C:11]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[C:10]([C:18]([C:20]2[C:21]([CH2:32][CH:33]3OCC[O:34]3)=[N:22][O:23][C:24]=2[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[Cl:31])=[O:19])[N:9]=[CH:8]1.O>C(O)(=O)C>[F:45][C:2]([F:1])([F:46])[C:3]1[CH:4]=[C:5]([CH:38]=[C:39]([C:41]([F:44])([F:42])[F:43])[CH:40]=1)[CH2:6][N:7]1[C:11]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[C:10]([C:18]([C:20]2[C:21]([CH2:32][CH:33]=[O:34])=[N:22][O:23][C:24]=2[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[Cl:31])=[O:19])[N:9]=[CH:8]1

Participants

4

Reactant 2

HCID 962WaterHCID 86601226HCID 86601226, compound

Product 1

HCID 86601225HCID 86601225, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

Dissolve [1-(3,5-Bis-trifluoromethyl-benzyl)-5-pyridin-3-yl-1H-imidazol-4-yl]-[5-(2-chloro-phenyl)-3-[1,3]dioxolan-2-ylmethyl-isoxazol-4-yl]-methanone (0.23 g, 0.35 mmol) in acetic acid (4 mL) and add H2O (2 mL). Attach a reflux condenser and warm to 100° C. After 18 h., concentrate the solution under reduced pressure, neutralize with sat. aq. NaHCO3, and extract with CH2Cl2 and EtOAc (2×). Dry the combined organic layers over MgSO4, filter, and concentrate to give the title compound: MS (ES) 619.2 (M+1); TLC Rf=0.35 (5% MeOH/EtOAc).

Workup

  1. concentrationconcentrate the solution under reduced pressure
  2. extractionextract with CH2Cl2 and EtOAc (2×)
  3. dry with materialDry the combined organic layers over MgSO4
  4. filtrationfilter
  5. concentrationconcentrate

Sources & evidence

ORD record
ord-f1854f5f5ede489895ec47539fc4e92b
Source dataset
uspto-grants-2007_02
Patent number
US07179804B2

Reaction notes

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