HCID 4885471, compound → HCID 22724463, compound

HRID 1660940Notes

Reaction equation

HRID 1660940 reaction equation
[CH3:1][O:2][C:3](=[O:21])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[C:17]([N+:18]([O-])=O)=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:7][CH:6]=1>CO.[Ni]>[CH3:1][O:2][C:3](=[O:21])[CH2:4][C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12]2[C:17]([NH2:18])=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:9][CH:10]=1

Participants

4

Reactant 1

HCID 4885471HCID 4885471, compound

Product 1

HCID 22724463HCID 22724463, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A suspension of [4-(3-nitro-pyridin-2-ylamino)-phenyl]-acetic acid methyl ester (2 g, 9.50 mmol) and Raney Ni (˜0.600 g) in MeOH (40 mL) is stirred for 4 h at rt, under a hydrogen atmosphere. The reaction mixture is filtered through a pad of Celite and concentrated to afford the title compound as a grey solid: ES-MS: 258.0 [M+H]+; tR=2.30 min (System 1); Rf=0.15 (Hexane/EtOAc, 1:1).

Workup

  1. filtrationThe reaction mixture is filtered through a pad of Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-a9ff8ede86774f30ac5b5463750ceccc
Source dataset
uspto-grants-2011_10
Patent number
US08030311B2

Reaction notes

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