Sodium Hydroxide → HCID 86753113, compound

HRID 2393608Notes

Reaction equation

HRID 2393608 reaction equation
[OH-].[Na+:2].[F:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:19][CH3:20])[CH:17]=3)[C:12]([CH2:34][CH2:35][C:36]([O:38]C)=[O:37])([NH:21][C:22]([C:24]3[N:25]=[CH:26][C:27]4[C:32]([CH:33]=3)=[CH:31][CH:30]=[CH:29][CH:28]=4)=[O:23])[C:11]2=[O:40])=[CH:6][CH:5]=1>C(O)C>[F:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:19][CH3:20])[CH:17]=3)[C:12]([CH2:34][CH2:35][C:36]([O-:38])=[O:37])([NH:21][C:22]([C:24]3[N:25]=[CH:26][C:27]4[C:32]([CH:33]=3)=[CH:31][CH:30]=[CH:29][CH:28]=4)=[O:23])[C:11]2=[O:40])=[CH:6][CH:5]=1.[Na+:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18976137HCID 18976137, compound

Product 1

HCID 86753113HCID 86753113, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4.21 ml of 1N sodium hydroxide, 1.80 g of (+)-methyl 3-{1-(4-fluorophenyl)-2,3-dihydro-3-[(3-isoquinolinyl)carbonylamino]-6-methoxy-2-oxo-1H-indol-3-yl}propionate, and ethanol (20 ml) was stirred at room temperature overnight. After removal of solvent, the residue was purified by a nonionic adsorption resin (trade name: HP-20, produced by Mitsubishi Kasei Corporation) to afford 1.64 g of (+)-sodium 3-{1-(4-fluorophenyl)-2,3-dihydro-3-[(3-isoquinolinyl)carbonylamino]-6-methoxy-2-oxo-1H-indol-3-yl}propionate as a colorless powder. [α]D25 : +72.94° (c=0.414, methanol).

Workup

  1. customAfter removal of solvent
  2. customthe residue was purified by a nonionic adsorption resin (trade name: HP-20, produced by Mitsubishi Kasei Corporation)

Sources & evidence

ORD record
ord-37d61bd319554687be201be1ce8e03b0
Source dataset
uspto-grants-1998_09
Patent number
US05807883

Reaction notes

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