Water → HCID 67420992, compound

HRID 2219419Notes

Reaction equation

HRID 2219419 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[N:14]=[CH:15][NH:16][CH:17]=3)=[C:11]([CH2:18][O:19][CH3:20])[O:10][N:9]=2)=[CH:4][CH:3]=1.F[C:22]1[CH:27]=[CH:26][C:25]([C:28](=[O:30])[CH3:29])=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[N:14]=[CH:15][N:16]([C:22]4[CH:27]=[CH:26][C:25]([C:28](=[O:30])[CH3:29])=[CH:24][CH:23]=4)[CH:17]=3)=[C:11]([CH2:18][O:19][CH3:20])[O:10][N:9]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 98284'-FluoroacetophenoneHCID 11430Potassium CarbonateHCID 1784947533-(4-fluoro-phenyl)-4-(1H-imidazol-4-yl)-5-methoxymethyl-isoxazole

Product 1

HCID 67420992HCID 67420992, compoundYield 84.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 3-(4-fluoro-phenyl)-4-(1H-imidazol-4-yl)-5-methoxymethyl-isoxazole (273 mg, 1.0 mmol), 1-(4-fluorophenyl)-ethanone (212 mg, 1.5 mmol), and potassium carbonate (276 mg, 2.0 mmol) in DMF (4 mL) was stirred at 120° C. for 16 h. After cooling to room temperature, the resulting solution was poured into cold water and stirred for 15 min. The precipitate was collected by filtration, washed with water, hexane, and dried to afford the title compound (330 mg, 79%) which was obtained as light brown solid. MS: m/e=392.5[M+H]+.

Workup

  1. temperatureAfter cooling to room temperature
  2. stirringstirred for 15 min
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water, hexane
  5. customdried

Sources & evidence

ORD record
ord-8dafa5003d0c41fd810befcf5fbfba9d
Source dataset
uspto-grants-2008_08
Patent number
US07414061B2

Reaction notes

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