Water → HCID 23368508, compound

HRID 1901643Notes

Reaction equation

HRID 1901643 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:22][C:23]1[N:24]=[CH:25][NH:26][CH:27]=1)[CH2:10][O:11][C:12]1[C:16]2[CH:17]=[C:18]([Cl:21])[CH:19]=[CH:20][C:15]=2[O:14][N:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:28][N:29]([CH3:33])[C:30](Cl)=[O:31].O.C(OCC)(=O)C>N1C=CC=CC=1>[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:22][C:23]1[N:24]=[CH:25][N:26]([C:30](=[O:31])[N:29]([CH3:33])[CH3:28])[CH:27]=1)[CH2:10][O:11][C:12]1[C:16]2[CH:17]=[C:18]([Cl:21])[CH:19]=[CH:20][C:15]=2[O:14][N:13]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 962WaterHCID 6598Dimethylcarbamoyl ChlorideHCID 8857Ethyl AcetateHCID 178453745HCID 178453745, compound

Product 1

HCID 23368508HCID 23368508, compoundYield 141.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 0.12 g of 3-[2-tert-butoxycarbonylamino-3-(4-imidazolyl)propoxy]-5-chloro-1,2-benzoisoxazole in 3 ml of pyridine is added 0.05 g of dimethylcarbamoyl chloride at room temperature, and they are subjected to reaction at 50° C. for two hours. After cooling, water and ethyl acetate are added and shaken, and the organic layer is separated. The separated organic layer is washed with a saturated saline solution and dried over anhydrous magnesium sulfate, and the solvent is removed by distillation under reduced pressure, to obtain 0.2 g of oily 3-[2-tert-butoxycarbonylamino-3-(1-dimethylcarbamoyl-4-imidazolyl)propoxy]-5-chloro-1,2-benzoisoxazole.

Workup

  1. customthey are subjected to reaction at 50° C. for two hours
  2. temperatureAfter cooling
  3. customthe organic layer is separated
  4. washThe separated organic layer is washed with a saturated saline solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent is removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-a4c138773fb147c3b214e347e4f9a2be
Source dataset
uspto-grants-1996_11
Patent number
US05578627

Reaction notes

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