Methanol → HCID 59954318, compound

HRID 1976242Notes

Reaction equation

HRID 1976242 reaction equation
CO.C([O:6][C@@H:7]1[CH2:42][N:10]2[C:11]3[C:16]([N:17]([C:19](=[O:41])[C:20]4[CH:25]=[CH:24][C:23]([NH:26][C:27](=[O:40])[C:28]5[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=5[C:34]5[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=5)=[CH:22][CH:21]=4)[CH2:18][C@@H:9]2[CH2:8]1)=[CH:15][CH:14]=[CH:13][CH:12]=3)(=O)C.C(=O)([O-])[O-].[K+].[K+]>O>[OH:6][C@@H:7]1[CH2:42][N:10]2[C:11]3[C:16]([N:17]([C:19](=[O:41])[C:20]4[CH:21]=[CH:22][C:23]([NH:26][C:27](=[O:40])[C:28]5[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=5[C:34]5[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=5)=[CH:24][CH:25]=4)[CH2:18][C@@H:9]2[CH2:8]1)=[CH:15][CH:14]=[CH:13][CH:12]=3

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 86756663HCID 86756663, compound

Product 1

HCID 59954318HCID 59954318, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 20 ml of methanol, there were added 0.57 g of (2S, 3aS)-2-acetoxy-5-[4-[(2-phenylbenzoyl)amino]benzoyl]-1,2,3,3a,4,5-hexahydro-pyrrolo [1,2-a]quinoxaline prepared in Example 5 and 0.2 g of anhydrous potassium carbonate and the reaction solution was stirred at room temperature for 15 hours. After concentration of the reaction solution, the resulting residue was diluted with water and then extracted with ethyl acetate. The resulting organic phase was washed with water, dried over anhydrous magnesium sulfate and then concentrated. The resulting residue was recrystallized from ethyl acetate-hexane to give 0.52 g (yield 88.0%) of the title compound.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe resulting organic phase was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customThe resulting residue was recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-8bf7d2e887be40ff9416154aa9354740
Source dataset
uspto-grants-2001_05
Patent number
US06225306B1

Reaction notes

Loading…