Methanol → N-[4-(hydrazinocarbonyl)-2-pyridyl]-3-phenylpropionamide

HRID 452621Notes

Reaction equation

HRID 452621 reaction equation
[C:1]1([CH2:7][CH2:8][C:9]([NH:11][C:12]2[CH:13]=[C:14]([CH:29]=[CH:30][N:31]=2)[C:15]([NH:17][NH:18]C(OCC2C=CC=CC=2)=O)=[O:16])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CO>[Pd].O1CCCC1>[NH:17]([C:15]([C:14]1[CH:29]=[CH:30][N:31]=[C:12]([NH:11][C:9](=[O:10])[CH2:8][CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:13]=1)=[O:16])[NH2:18]

Participants

5

Reactant 2

HCID 887MethanolHCID 68664491Benzyl 2-[2-[(3-phenylpropanoyl)amino]isonicotinoyl]hydrazinecarboxylate

Product 1

HCID 68663007N-[4-(hydrazinocarbonyl)-2-pyridyl]-3-phenylpropionamideYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of benzyl 2-[2-[(3-phenylpropanoyl)amino]isonicotinoyl]hydrazinecarboxylate (1.10 g, 2.63 mmol), 10% palladium on carbon (50 mg), methanol (20 mL) and tetrahydrofuran (20 mL) was stirred under a hydrogen atmosphere at room temperature 18 hr. The reaction mixture was filtered, and the filtrate was concentrated to give the title compound (748 mg, yield 100%) as colorless crystals.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-5c0cd113353d45f0903b7e6e84ed89e5
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

Loading…