HCID 86685931, compound → HCID 71743949, compound

HRID 2277603Notes

Reaction equation

HRID 2277603 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[N:6](CC1C=CC(OC)=CC=1)[C:5]2([CH3:22])[CH3:21]>FC(F)(F)C(O)=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[NH:6][C:5]2([CH3:22])[CH3:21]

Participants

3

Reactant 1

HCID 86685931HCID 86685931, compound

Product 1

HCID 71743949HCID 71743949, compoundYield 85.2%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 5-chloro-2-(4-methoxy-benzyl)-3,3-dimethyl-2,3-dihydro-isoindol-1-one (0.38 g, 1.2 mmol) in trifluoro acetic acid (5 mL) was heated to reflux for 20 hours. After removal of trifluoro acetic acid under reduced pressure, the crude product was purified by flash column chromatography (silica gel 14 g, 5% to 50% ethyl acetate in DCM) to give the title compound (0.20 g, 85%) as a white solid. MS: 196.1 (M+H+).

Workup

  1. temperatureto reflux for 20 hours
  2. customAfter removal of trifluoro acetic acid under reduced pressure
  3. customthe crude product was purified by flash column chromatography (silica gel 14 g, 5% to 50% ethyl acetate in DCM)

Sources & evidence

ORD record
ord-2419ad2b92e6414dad2c21b4e5ecc319
Source dataset
uspto-grants-2015_09
Patent number
US09133158B2

Reaction notes

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