Methyl 2-(3-nitropyridin-2-yloxy)acetate → 3-Amino-2-(methoxycarbonyl)methoxypyridine

HRID 1862245Notes

Reaction equation

HRID 1862245 reaction equation
[CH3:1][O:2][C:3]([CH2:5][O:6][C:7]1[C:12]([N+:13]([O-])=O)=[CH:11][CH:10]=[CH:9][N:8]=1)=[O:4]>[Pt]=O.C(O)C>[NH2:13][C:12]1[C:7]([O:6][CH2:5][C:3]([O:2][CH3:1])=[O:4])=[N:8][CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 1

HCID 12115511Methyl 2-(3-nitropyridin-2-yloxy)acetate

Product 1

HCID 121155123-Amino-2-(methoxycarbonyl)methoxypyridineYield 85.4%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A mixture of 0.3 g of 2-(methoxycarbonyl)methoxy-3-nitropyridine, 20 mg of platinum oxide and 1.4 ml of ethanol was stirred for 3 hours at room temperature under hydrogen atmosphere. The reaction system was purged with nitrogen, then, the reaction solution was filtrated through Celite, and the filtrate was concentrated. The residue was subjected to silica gel column chromatography to obtain 0.22 g of 3-amino-2-(methoxycarbonyl)methoxypyridine.

Workup

  1. customThe reaction system was purged with nitrogen
  2. filtrationthe reaction solution was filtrated through Celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-a0af8487f5cf4b92b5332601adcaa54a
Source dataset
uspto-grants-2003_03
Patent number
US06537948B1

Reaction notes

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