HCID 18469014, compound → HCID 18469010, compound

HRID 2257410Notes

Reaction equation

HRID 2257410 reaction equation
[CH3:1][O:2][C:3](=[O:24])[CH:4]([N:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH:12]C(OCC2C=CC=CC=2)=O)[C:7]1=[O:23])[CH3:5]>[Pd].CO>[NH2:12][C:8]1[C:7](=[O:23])[N:6]([CH:4]([CH3:5])[C:3]([O:2][CH3:1])=[O:24])[CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 1

HCID 18469014HCID 18469014, compound

Product 1

HCID 18469010HCID 18469010, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2(S) methyl-2[3-benzyloxycarbonylamino-1,2-dihydro-2-oxo-1-pyridyl)propionate (49a) (2.75 g, 8.33 mmol), methanol (100 ml), and 10% palladium on carbon (300 mg) was stirred under an atmosphere of hydrogen for 30 min. The mixture was filtered and concentrated to afford 1.63 g (100%) of a colorless solid: 1H NMR (d6 -DMSO) δ 8.35 (1H, brs), 7.46 (1H, d), 7.22 (1H, d), 6.29 (1H, t), 5.22 (1H, q), 3.63 (3H, s), 1.55 (3H, d).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-4dc6a5aa29684259a90c0361c3d299ee
Source dataset
uspto-grants-1997_08
Patent number
US05656627

Reaction notes

Loading…