Ethanol → HCID 55262964, compound

HRID 2247543Notes

Reaction equation

HRID 2247543 reaction equation
C(O)C.[Cl:4][C:5]1[CH:6]=[C:7]([CH2:12][N:13]2C(=O)C3C(=CC=CC=3)C2=O)[C:8]([CH3:11])=[N:9][CH:10]=1.O.NN>C(OCC)C>[Cl:4][C:5]1[CH:6]=[C:7]([CH2:12][NH2:13])[C:8]([CH3:11])=[N:9][CH:10]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 66960207HCID 66960207, compound

Product 1

HCID 55262964HCID 55262964, compoundYield 119%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To an ethanol (10 mL) solution of 2-((5-chloro-2-methyl-pyridine-3-yl)methyl)isoindole-1,3-dione (0.20 g), hydrazine monohydrate (0.50 mL) was added, and heat-refluxing of the reaction solution was carried out for 2 hours. The reaction solution was allowed to be cooled to room temperature, diethyl ether (50 mL) was added to the reaction solution, and the reaction solution was agitated for 30 minutes at room temperature. C-(5-chloro-2-methylpyridin-3-yl)methylamine (0.13 g) was obtained by filtering off insoluble matters in the reaction solution and condensing the obtained filtrate under reduced pressure.

Workup

  1. temperatureheat-refluxing of the reaction solution

Sources & evidence

ORD record
ord-e14864c5484a4475923ef7c3ed333fc9
Source dataset
uspto-grants-2010_03
Patent number
US07687640B2

Reaction notes

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