N-(3,5-Dimethyl-4-isoxazolylmethyl)phthalimide → HCID 67316943, compound

HRID 1819584Notes

Reaction equation

HRID 1819584 reaction equation
[BH4-].[Na+].[CH3:3][C:4]1[C:8]([CH2:9][N:10]2[C:18](=[O:19])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]2=[O:20])=[C:7]([CH3:21])[O:6][N:5]=1>CO>[CH3:3][C:4]1[C:8]([CH2:9][N:10]2[CH:18]([OH:19])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]2=[O:20])=[C:7]([CH3:21])[O:6][N:5]=1

Participants

4

Reactant 2

HCID 135035N-(3,5-Dimethyl-4-isoxazolylmethyl)phthalimideHCID 4311764Sodium borohydride

Product 1

HCID 67316943HCID 67316943, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

NaBH4 (36 mg, 0.938 mmol) was added slowly to a stirring mixture of 2-(3,5-Dimethyl-isoxazol-4-ylmethyl)-isoindole-1,3-dione (20 mg, 0.781 mmol) in methanol (2 mL). After stirring at room temperature for 10 minutes, the reaction was quenched with acetic acid (1 mL) and partitioned between water and dichloromethane. The organic layer was washed several times with water and concentrated under vacuum to give the sub-title compound as a white solid. MS: ESI (positive): 259 (M+H).

Workup

  1. customthe reaction was quenched with acetic acid (1 mL)
  2. custompartitioned between water and dichloromethane
  3. washThe organic layer was washed several times with water
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-097ab8ace8ba403aa9c1c1a1d46219a1
Source dataset
uspto-grants-2009_10
Patent number
US07601749B2

Reaction notes

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