HCID 69247910, compound → HCID 69245901, compound

HRID 475036Notes

Reaction equation

HRID 475036 reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[C:9](=[O:10])[CH2:8][CH2:7][CH:6]([N:11]2[C:19](=[O:20])[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][C:17]=3[N+:21]([O-])=O)[C:12]2=[O:24])[C:5]1=[O:25].[H][H]>[Pd].C1COCC1>[NH2:21][C:17]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:18]=1[C:19](=[O:20])[N:11]([CH:6]1[CH2:7][CH2:8][C:9](=[O:10])[N:4]([CH2:3][CH2:2][OH:1])[C:5]1=[O:25])[C:12]2=[O:24]

Participants

5

Reactant 2

HCID 69247910HCID 69247910, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69245901HCID 69245901, compoundYield 100.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

10% Pd/C (30 mg) was added to a THF solution of 2-(1-(2-hydroxyethyl)-2,6-dioxopiperidin-3-yl)-4-nitroisoindoline-1,3-dione (150 mg). The reaction vessel was pressurized with hydrogen gas at 5 times the atmospheric pressure. After 6 hrs of reaction time, the catalyst was filtered off and solvent was removed by rotary evaporation in vacuo yielding 138 mg of light-yellow solid. MS (m/e): 317.

Workup

  1. customAfter 6 hrs of reaction time
  2. filtrationthe catalyst was filtered off
  3. customsolvent was removed by rotary evaporation in vacuo

Sources & evidence

ORD record
ord-910f6df148ac4f27a6f7d3522d4f5cdf
Source dataset
uspto-grants-2014_01
Patent number
US08637545B2

Reaction notes

Loading…