HCID 89649002, compound → HCID 118353139, compound

HRID 1773997Notes

Reaction equation

HRID 1773997 reaction equation
[CH2:1]([O:3][C:4](=[O:31])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([C:14]2[CH:22]=[CH:21][C:20]([F:23])=[C:19]3[C:15]=2[CH2:16][N:17](CC2C=CC=CC=2)[CH2:18]3)[CH:7]=1)[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:31])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([C:14]2[CH:22]=[CH:21][C:20]([F:23])=[C:19]3[C:15]=2[CH2:16][NH:17][CH2:18]3)[CH:7]=1)[CH3:2]

Participants

4

Reactant 1

HCID 89649002HCID 89649002, compound

Product 1

HCID 118353139HCID 118353139, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution under N2 of [3-(2-benzyl-7-fluoro-2,3-dihydro-1H-isoindol-4-yl)-4-methoxy-phenyl]-acetic acid ethyl ester (246 mg, 0.59 mmol, 1 eq.) in ethanol (40 mL), palladium on activated carbon (20 mg) was added. The flask was evacuated and backfilled with H2 (3×). The black suspension was stirred at r.t. under an H2-atmosphere for 18 hours. The suspension was filtered through Celite, the Celite rinsed with EtOH. The filtrate was concentrated in vacuo to give the desired product. The product was used without further purification.

Workup

  1. customThe flask was evacuated
  2. filtrationThe suspension was filtered through Celite
  3. washthe Celite rinsed with EtOH
  4. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-2f9b8e06fff84258ab78f1b825db0d70
Source dataset
uspto-grants-2016_02
Patent number
US09255090B2

Reaction notes

Loading…