HCID 67021355, compound → HCID 67021538, compound

HRID 1010712Notes

Reaction equation

HRID 1010712 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[CH:17]=[CH:16][N:15]=[CH:14][C:13]=2[N+:18]([O-])=O)=[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[CH:17]=[CH:16][N:15]=[CH:14][C:13]=2[NH2:18])=[CH:9][CH:10]=1

Participants

4

Reactant 1

HCID 67021355HCID 67021355, compound

Product 1

HCID 67021538HCID 67021538, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

0.569 g of a suspension of crude [4-(3-nitro-pyridin-4-ylamino)-phenyl]acetic acid methyl ester and 0.140 g of Raney Ni in 15 ml of MeOH is stirred for 21 hours at rt under a hydrogen atmosphere. The mixture obtained is filtered through a pad of Celite and the filtrate obtained is concentrated. The concentration residue obtained is triturated in CH2Cl2. [4-(3-Amino-pyridin-4-ylamino)-phenyl]-acetic acid methyl ester is obtained in the form of a solid: ES-MS: 258.0 [M+H]+; single peak at tR=2.54 min (System 1).

Workup

  1. customThe mixture obtained
  2. filtrationis filtered through a pad of Celite
  3. customthe filtrate obtained
  4. concentrationis concentrated
  5. customThe concentration residue obtained
  6. customis triturated in CH2Cl2

Sources & evidence

ORD record
ord-70c4cc56cecd4ded83aafe3ee6aeb1af
Source dataset
uspto-grants-2011_07
Patent number
US07977338B2

Reaction notes

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