3-Hydrazinopyridine → HCID 178479606, compound

HRID 638245

Reaction equation

HRID 638245 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-563f916753134b21b4bc2f43d4041847
Source dataset
uspto-grants-1985_12
Patent number
US04560689

Linked notes

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