Water → HCID 23084564, compound

HRID 2111624Notes

Reaction equation

HRID 2111624 reaction equation
[BH4-].[Li+].[CH3:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][C:12]=1[CH3:13])[C:9](=[O:14])[N:8]([C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1)[CH:7]2[CH2:22][C:23](OCC)=[O:24].O>O1CCCC1>[CH3:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][C:12]=1[CH3:13])[C:9](=[O:14])[N:8]([C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1)[CH:7]2[CH2:22][CH2:23][OH:24]

Participants

5

Reactant 3

HCID 962WaterHCID 4148881Lithium borohydrideHCID 23084554HCID 23084554, compound

Product 1

HCID 23084564HCID 23084564, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of lithium borohydride (80 mg, 3.7 mmol) in tetrahydrofuran was added with stirring 5,6-dimethyl-2-(4-fluorophenyl)-3-ethoxycarbonylmethylisoindolin-1-one [IUPAC name: ethyl 2-[2-(4-fluorophenyl)-5,6-dimethyl-3-oxo-2,3-dihydro-1H-isoindol-1-yl]acetate] (0.63 g, 1.9 mmol) under ice cooling and stirred at 25° C. for 39 hrs. To the reaction solution was added water, and the precipitated crystals were collected by filtration, washed with water, followed by drying to give 0.51 g of 5,6-dimethyl-2-(4-fluorophenyl)-3-(2-hydroxyethyl)isoindolin-1-one.

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. washwashed with water
  3. customby drying

Sources & evidence

ORD record
ord-123aefaee3c94a4f8df5c0c0ab6602e6
Source dataset
uspto-grants-2009_04
Patent number
US07521451B2

Reaction notes

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