Ethanol → HCID 67341530, compound

HRID 1846624Notes

Reaction equation

HRID 1846624 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[CH2:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[C:17]([N+:18]([O-])=O)=[CH:16][C:15]([S:21]([CH3:24])(=[O:23])=[O:22])=[CH:14][N:13]=2)[CH2:8][CH2:7]1)[CH3:2].C(O)C>[Pd].C(OCC)(=O)C>[CH2:1]([O:3][C:4](=[O:25])[CH2:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[C:17]([NH2:18])=[CH:16][C:15]([S:21]([CH3:24])(=[O:23])=[O:22])=[CH:14][N:13]=2)[CH2:8][CH2:7]1)[CH3:2]

Participants

5

Reactant 2

HCID 702EthanolHCID 71238455HCID 71238455, compound

Product 1

HCID 67341530HCID 67341530, compoundYield 102.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 1.75 g (4.71 mmol) of (5′-methanesulfonyl-3′-nitro-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-acetic acid ethyl ester in a 1:1 mixture of ethanol:ethyl acetate (150 mL) is shaken over 1.0 g (0.94 mmol) of 10% palladium on carbon under an atmosphere of hydrogen overnight. The mixture is filtered through a pad of diatomaceous earth and concentrated under reduced pressure to provide 1.65 g (100%) of (3′-amino-5′-methanesulfonyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-acetic acid ethyl ester as a brown solid.

Workup

  1. filtrationThe mixture is filtered through a pad of diatomaceous earth
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c7c40b5e5e4c485a8a799c6a9cc50c4a
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

Loading…