HCID 67021570, compound → HCID 67021599, compound

HRID 1661025Notes

Reaction equation

HRID 1661025 reaction equation
[CH3:1][O:2][C:3](=[O:22])[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][C:6]=1[CH3:21]>CO.[Ni]>[CH3:1][O:2][C:3](=[O:22])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[C:17]([NH2:18])=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:7][C:6]=1[CH3:21]

Participants

4

Reactant 1

HCID 67021570HCID 67021570, compound

Product 1

HCID 67021599HCID 67021599, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A suspension of [2-methyl-4-(3-nitro-pyridin-2-ylamino)-phenyl]-acetic acid methyl ester (2.2 g, 7.30 mmol) and Raney Ni (˜220 mg) in MeOH (50 mL) is stirred for 6.5 h at rt, under a hydrogen atmosphere. The reaction mixture is filtered through a pad of celite and concentrated to afford the title compound: ES-MS: 272.1 [M+H]+; tR=2.53 min (System 1).

Workup

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

Sources & evidence

ORD record
ord-42b3efdcd2144a0eb1c46fd8fda31ea7
Source dataset
uspto-grants-2011_10
Patent number
US08030311B2

Reaction notes

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