HCID 71238693, compound → HCID 68303889, compound

HRID 1846657Notes

Reaction equation

HRID 1846657 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[C:17]([N+:18]([O-])=O)=[CH:16][C:15]([C:21]#[N:22])=[CH:14][N:13]=2)[CH2:8][CH2:7]1)[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][CH:6]1[CH2:7][CH2:8][N:9]([C:12]2[C:17]([NH2:18])=[CH:16][C:15]([C:21]#[N:22])=[CH:14][N:13]=2)[CH2:10][CH2:11]1)[CH3:2]

Participants

4

Reactant 1

HCID 71238693HCID 71238693, compound

Product 1

HCID 68303889HCID 68303889, compoundYield 106.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 0.045 g (0.14 mmol) of (5′-cyano-3′-nitro-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-acetic acid ethyl ester in ethanol is added 0.015 g (0.0070 mmol) of 5% palladium on carbon. The mixture is placed under an atmosphere of hydrogen and stirred at room temperature overnight. The mixture is filtered through diatomaceous earth and concentrated under reduced pressure to give 0.043 g (95%) of (3′-amino-5′-cyano-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-acetic acid ethyl ester as a red oil.

Workup

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

Sources & evidence

ORD record
ord-1e766bf3aa5041b593441a60c0b58909
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

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