Ethanol → HCID 68304347, compound

HRID 1846645Notes

Reaction equation

HRID 1846645 reaction equation
C(OC(=O)CN1[CH2:11][CH2:10][N:9]([C:12]2[C:17]([N+:18]([O-])=O)=[CH:16][C:15]([C:21](=[O:26])[NH:22][CH:23]3[CH2:25][CH2:24]3)=[CH:14][N:13]=2)[CH2:8][CH2:7]1)C.[CH2:28]([OH:30])[CH3:29]>[Pd]>[CH2:28]([O:30][C:21](=[O:26])[CH2:15][CH:14]1[CH2:7][CH2:8][N:9]([C:12]2[C:17]([NH2:18])=[CH:16][C:15]([C:21](=[O:26])[NH:22][CH:23]3[CH2:24][CH2:25]3)=[CH:14][N:13]=2)[CH2:10][CH2:11]1)[CH3:29]

Participants

4

Reactant 2

HCID 702EthanolHCID 67322872HCID 67322872, compound

Product 1

HCID 68304347HCID 68304347, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a solution of 0.33 g (0.93 mmol) of [4-(5-cyclopropylcarbamoyl-3-nitro-pyridin-2-yl)-piperazin-1-yl]-acetic acid ethyl ester in ethanol is added 0.050 g (0.023 mmol) of 5% palladium on carbon. The mixture is placed under an atmosphere of hydrogen and stirred overnight. The mixture is filtered through a pad of diatomaceous earth and concentrated under reduced pressure to provide 0.39 g (97%) of (3′-amino-5′-cyclopropylcarbamoyl-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 a pad of diatomaceous earth
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-bb879b9330b24e9ca523ef5a4b3c2457
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

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