HCID 86683725, compound → HCID 86683726, compound

HRID 1026440Notes

Reaction equation

HRID 1026440 reaction equation
[CH3:1][N:2]1[CH:7]2[CH2:8][O:9][CH2:10][CH:3]1[CH2:4][N:5]([C:11]1[CH:12]=[N:13][C:14]([N+:17]([O-])=O)=[CH:15][CH:16]=1)[CH2:6]2.[H][H]>C1COCC1.CO.[Pd]>[CH3:1][N:2]1[CH:7]2[CH2:8][O:9][CH2:10][CH:3]1[CH2:4][N:5]([C:11]1[CH:16]=[CH:15][C:14]([NH2:17])=[N:13][CH:12]=1)[CH2:6]2

Participants

6

Reactant 2

HCID 86683725HCID 86683725, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86683726HCID 86683726, compoundYield 96.7%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 112i (800 mg, 3.0 mmol) in THF (80 ml) was added Pd/C (50 mg) in MeOH (20 ml) at room temperature. The reaction mixture was hydrogenated at atmospheric hydrogen pressure and stirred at room temperature overnight. The mixture was filtered and the filtrate was evaporated to give 112j as a colorless oil (680 mg, 90%).MS: [M+H]+: 235

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-4ed7e8a42e6e4aeaad689609c4b28522
Source dataset
uspto-grants-2014_05
Patent number
US08729072B2

Reaction notes

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