HCID 11067977, compound → HCID 68921384, compound

HRID 2111632Notes

Reaction equation

HRID 2111632 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[CH3:11])[C:7](=O)[N:6]([C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1)[CH:5]2[OH:19].[O:20]=[C:21]([CH2:42][CH2:43][CH3:44])[CH:22]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>C1(C)C=CC=CC=1>[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[CH2:22][C:21](=[O:20])[CH2:42][CH2:43][CH3:44]

Participants

4

Reactant 2

HCID 11067977HCID 11067977, compoundHCID 23084581HCID 23084581, compound

Product 1

HCID 68921384HCID 68921384, compoundYield 36.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5,6-dimethyl-3-hydroxy-2-(3-pyridyl)isoindolin-1-one (0.30 g, 1.2 mmol) and 2-oxo-1-triphenylphosphoranylidene-pentane (0.61 g, 1.8 mmol) was heated under reflux in toluene (20 ml) under an argon atmosphere for 20 hrs. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (chloroform:acetone=10:1) to give 0.14 g of the title compound.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe residue was purified by silica gel chromatography (chloroform:acetone=10:1)

Sources & evidence

ORD record
ord-a6f8c42db8cd4d3786188f3d87d8af63
Source dataset
uspto-grants-2009_04
Patent number
US07521451B2

Reaction notes

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