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Water → HCID 23084581, compound

HRID 2111627
Notes
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Reaction equation

HRID 2111627 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[CH3:11])[C:7](=[O:12])[N:6]([C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1)[C:5]2=[O:19].[BH4-].[Na+].O>CO.O1CCCC1>[CH3:11][C:10]1[CH:9]=[C:8]2[C:4](=[CH:3][C:2]=1[CH3:1])[C:5](=[O:19])[N:6]([C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1)[CH:7]2[OH:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 23084563HCID 23084563, compound

Product 1

HCID 23084581HCID 23084581, compoundYield 78.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028Tetrahydrofuran
Solvent

Procedure

The product of above-mentioned (7-a) (0.50 g, 2.0 mmol) was suspended in methanol (10 ml) and tetrahydrofuran (10 ml), and sodium borohydride (75 mg, 2.0 mmol) was added by portions thereto with stirring under ice cooling, followed by stirring at the same temperature for 30 minutes. To the reaction solution was added water, and the precipitated crystals were collected by filtration, washed with water, followed by drying to give 0.40 g of 5,6-dimethyl-3-hydroxy-2-(3-pyridyl)isoindolin-1-one.

Workup

  1. stirringby stirring at the same temperature for 30 minutes
  2. filtrationthe precipitated crystals were collected by filtration
  3. washwashed with water
  4. customby drying

Sources & evidence

ORD record
ord-44cd1d6e9175454788f47a37a75b7410
Source dataset
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07521451B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes