5-Chloro-4-methyl-3-nitropyridin-2-amine → HCID 68532432, compound

HRID 2374164Notes

Reaction equation

HRID 2374164 reaction equation
[Cl:1][C:2]1[C:3]([CH3:12])=[C:4]([N+:9]([O-])=O)[C:5]([NH2:8])=[N:6][CH:7]=1.[H][H]>CO.O=[Pt]=O>[ClH:1].[Cl:1][C:2]1[C:3]([CH3:12])=[C:4]([NH2:9])[C:5]([NH2:8])=[N:6][CH:7]=1

Participants

5

Reactant 2

HCID 214641365-Chloro-4-methyl-3-nitropyridin-2-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 68532432HCID 68532432, compoundYield 193.3%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

The material from Step 1 (1.0 g) was dissolved in MeOH (300 ml) and PtO2 (40 mg) was added. The mixture was subjected to hydrogen (50 psi) in a Parr shaker for 3.5 h, then filtered through Celite and to the filtrate was added conc. HCl (1 ml) before concentrating to yield 5-chloro-4-methyl-pyridine-2,3-diamine hydrochloride (1 g). NMR (CDCl3) δ 7.39 (s, 1H), 2.29 (s, 3H).

Workup

  1. filtrationfiltered through Celite and to the filtrate
  2. additionwas added conc. HCl (1 ml)
  3. concentrationbefore concentrating

Sources & evidence

ORD record
ord-1b9cd93415cc458a8d7ce382b2a97452
Source dataset
uspto-grants-2008_12
Patent number
US07462600B2

Reaction notes

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