Water → HCID 22058244, compound

HRID 1828846Notes

Reaction equation

HRID 1828846 reaction equation
[CH2:1]([N:3]([CH2:6][CH3:7])[CH2:4][CH3:5])[CH3:2].[C:8]1([C:14]2[C:18]([C:19](Cl)=[O:20])=[C:17]([CH3:22])[O:16][N:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.O>ClCCl>[CH3:22][C:17]1[O:16][N:15]=[C:14]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:18]=1[C:19]([C:2]1[CH2:14][C:8]2[C:13]([C:1]=1[N:3]1[CH2:6][CH2:7][CH2:5][CH2:4]1)=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:20]

Participants

5

Reactant 3

HCID 962WaterHCID 8471TriethylamineHCID 856245-Methyl-3-phenylisoxazole-4-carbonyl chloride

Product 1

HCID 22058244HCID 22058244, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

The solid obtained from step a) was dissolved in dichloromethane (20 ml) and cooled to 0° C. Triethylamine (1 ml, 7.5 mmol) was added followed by 3-phenyl-5-methyl-4-isoxazolecarbonyl chloride (0.9 ml (1.8 mmol) of a 1.96M solution in dichloromethane. The reaction was warmed to 25° C. and stirred for 2 h. Water (10 ml) was added and the reaction mixture extracted into dichloromethane. The organic layer was dried (MgSO4) and evaporated to obtain the title compound as a brown oil m/z (ES+) 371(M+H)+.

Workup

  1. temperatureThe reaction was warmed to 25° C.
  2. extractionthe reaction mixture extracted into dichloromethane
  3. dry with materialThe organic layer was dried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-9c7822385b46465ab5e2b153cbf0be7a
Source dataset
uspto-grants-2006_06
Patent number
US07060710B2

Reaction notes

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