3-Hydrazinopyridine → HCID 178479606, compound

HRID 1633250Notes

Reaction equation

HRID 1633250 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[N:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:12]([O:14]CC)=O.[NH:17]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)[NH2:18]>CO>[ClH:1].[N:21]1[CH:22]=[CH:23][CH:24]=[C:19]([N:17]2[C:12](=[O:14])[C:3]3=[CH:4][NH:5][C:6]4[CH:7]=[CH:8][N:9]=[CH:10][C:11]=4[C:2]3=[N:18]2)[CH:20]=1

Participants

4

Reactant 2

HCID 109095193-HydrazinopyridineHCID 17608818Ethyl 4-chloro-1,6-naphthyridine-3-carboxylate

Product 1

HCID 178479606HCID 178479606, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2.84 g of ethyl 4-chloro-1,6-naphthyridine-3-carboxylate and 1.35 g of 3-hydrazinopyridine in 36 ml of methanol is stirred at room temperature for 2.5 hours, then refluxed for 4.5 hours, then cooled in an ice bath and filtered. Collected solid is washed with methanol, then with ether to yield 2-(3-pyridyl)pyrazolo[4,3-c][1,6]naphthyridin-3-(5H)-one hydrochloride, m.p. 302°-305°.

Workup

  1. temperaturerefluxed for 4.5 hours
  2. temperaturecooled in an ice bath
  3. filtrationfiltered
  4. customCollected solid
  5. washis washed with methanol

Sources & evidence

ORD record
ord-927d03d9546a4246865ca23991daf5ec
Source dataset
uspto-grants-1984_10
Patent number
US04479955

Reaction notes

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