Methanol → HCID 131720471, compound

HRID 862569Notes

Reaction equation

HRID 862569 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[CH2:16][CH2:15][C@@H:14]([CH2:17][C:18](=[O:39])[NH:19][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])=[CH:22][C:21]=3[C:35]([O:37]C)=[O:36])[N:6]3[C:7](=[O:13])[C:8](=[O:12])[NH:9][C:10]([CH:11]=1)=[C:5]23.C1COCC1.CO>[OH-].[Na+]>[Cl:1][C:2]1[CH:3]=[C:4]2[CH2:16][CH2:15][C@@H:14]([CH2:17][C:18](=[O:39])[NH:19][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][NH:27][C:28]([O:30][C:31]([CH3:33])([CH3:34])[CH3:32])=[O:29])=[CH:22][C:21]=3[C:35]([OH:37])=[O:36])[N:6]3[C:7](=[O:13])[C:8](=[O:12])[NH:9][C:10]([CH:11]=1)=[C:5]23

Participants

5

Reactant 3

HCID 887MethanolHCID 8028TetrahydrofuranHCID 131720472HCID 131720472, compound

Product 1

HCID 131720471HCID 131720471, compoundYield 104.4%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of (S)-9-chloro-5-[p-tert-butoxycarbonylaminomethyl-o-(methoxycarbonyl)phenylcarbamoylmethyl]-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione (445 mg) in a mixture of 1N sodium hydroxide (5 mL), THF (5 mL), and methanol (5 mL) was stirred for 3.5 h at room temperature and the solvent was concentrated to ca. 5 mL. To the residue was added 5% potassium hydrogen sulfate and the precipitates formed were collected by filtration, washed with water, and dried to give 453 mg of the title compound.

Workup

  1. concentrationthe solvent was concentrated to ca. 5 mL
  2. additionTo the residue was added 5% potassium hydrogen sulfate
  3. customthe precipitates formed
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-0791d4f12034415b93c8f52082f65087
Source dataset
uspto-grants-1998_02
Patent number
US05719152

Reaction notes

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