N-(5-chloropyridin-2-yl)-5-methyl-2-nitrobenzamide → Chloride

HRID 514719

Reaction equation

HRID 514719 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]([C:11]2[CH:16]=[C:15](C)[CH:14]=[CH:13][C:12]=2[N+:18]([O-])=O)=[O:10])=[N:6][CH:7]=1.[H][H]>CO.[Pt]>[NH2:18][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:9]([NH:8][C:5]1[CH:4]=[CH:3][CH:2]=[CH:7][N:6]=1)=[O:10].[Cl-:1]

Participants

6

Reactant 2

HCID 3562519N-(5-chloropyridin-2-yl)-5-methyl-2-nitrobenzamideHCID 178418361HCID 178418361, compound

Product 2

HCID 312ChlorideHCID 2763252-amino-N-(pyridin-2-yl)benzamide

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

To a solution of the compound of N-(5-chloro(2-pyridyl))(5-methyl-2-nitrophenyl)carboxamide (1.48 g, 5.1 mmol) in methanol (10 ml) was added 5% Pt/C (1.48 g, 0.19 mmol). The mixture was applied hydrogen balloon at r.t. for 2 hrs. After the filtration by Celite, the filtrate was concentrated to give (2-aminophenyl)-N-(2-pyridyl)carboxamide, C, chloride, N (1.36 g, 100%). MS found for C13H12ClN3O M+=262, (M+2)+=264.

Workup

  1. customat r.t.
  2. customfor 2 hrs
  3. filtrationAfter the filtration by Celite
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-7cdc2220f47b4e6294511f83cd6790d2
Source dataset
uspto-grants-2015_08
Patent number
US09108922B2

Linked notes

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