HCID 67255072, compound → HCID 67253993, compound

HRID 1947989Notes

Reaction equation

HRID 1947989 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[C:11](=[O:13])[N:10]([O:14][CH3:15])[CH2:9]2)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[C:11](=[O:13])[N:10]([O:14][CH3:15])[CH2:9]2

Participants

4

Reactant 1

HCID 67255072HCID 67255072, compound2×

Product 1

HCID 67253993HCID 67253993, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 7-nitro-2-methoxy-2,3-dihydro-1H-isoindol-1-one (Compound 187B, 0.25 g, 1.2 mmol) in ethanol (5 mL) was hydrogenated over 5% Pd/C (30 mg) overnight at room temperature. The catalyst was filtered off by a glass filter paper and the filtrate was concentrated to give 0.18 g of the pure product (yield: 85%). 1H NMR (CDCl3, 600 MHz): δ=3.93 (s, 3H), 4.48 (s, 2H), 6.56 (d, J=8.5 Hz, 1H) 6.63 (d, J=7.0 Hz, 1H), 7.24 (dd, J=7.5, 8.5 Hz, 1H).

Workup

  1. filtrationThe catalyst was filtered off by a glass
  2. filtrationfilter paper
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-a349c1d9a0ae4bbb83b514c97950579e
Source dataset
uspto-grants-2013_03
Patent number
US08399433B2

Reaction notes

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