HCID 57815225, compound → 3-Amino-2-(1,3-dioxolan-2-ylmethyl)amino-6-methoxypyridine

HRID 385498Notes

Reaction equation

HRID 385498 reaction equation
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH2:6][NH:7][C:8]1[C:13]([N+:14]([O-])=O)=[CH:12][CH:11]=[C:10]([O:17][CH3:18])[N:9]=1>C(O)C.[C].[Pd]>[NH2:14][C:13]1[C:8]([NH:7][CH2:6][CH:2]2[O:3][CH2:4][CH2:5][O:1]2)=[N:9][C:10]([O:17][CH3:18])=[CH:11][CH:12]=1

Participants

4

Reactant 1

HCID 57815225HCID 57815225, compound

Product 1

HCID 578153463-Amino-2-(1,3-dioxolan-2-ylmethyl)amino-6-methoxypyridineYield 100.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 2.7 g of N-(1,3-dioxolan-2-ylmethyl)-6-methoxy-3-nitropyridin-2-amine in 30 mL of ethanol, 0.81 g of 10% palladium-carbon was added at room temperature, and mixture was stirred at 40° C. for 2 hours 30 minutes under a hydrogen atmosphere. The reaction mixture was cooled to room temperature, the insoluble substance was filtered off, and the filtration residue was washed with diethyl ether. The solvent was distilled off under reduced pressure to obtain 2.4 g of 3-amino-2-(1,3-dioxolan-2-ylmethyl)amino-6-methoxypyridine as a purple solid.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationthe insoluble substance was filtered off
  3. washthe filtration residue was washed with diethyl ether
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-042b59ba8d2e4f92881370d6de31fb9a
Source dataset
uspto-grants-2013_02
Patent number
US08367831B2

Reaction notes

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