Methyl 6-chloro-4-hydrazinonicotinate → 8-chloro-2-methylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidin-5(4H)-one

HRID 1833337Notes

Reaction equation

HRID 1833337 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([O:10]C)=O)=[C:4]([NH:12][NH2:13])[CH:3]=1>CO>[Cl:1][C:2]1[N:7]=[CH:6][C:5]2[C:8](=[O:10])[NH:7][C:6]3[N:12]([N:13]=[C:4]([CH3:3])[CH:5]=3)[C:4]=2[CH:3]=1

Participants

3

Reactant 1

HCID 45588417Methyl 6-chloro-4-hydrazinonicotinate

Product 1

HCID 1360252228-chloro-2-methylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidin-5(4H)-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3 g. of 6-chloro-4-hydrazino-3-pyridinecarboxylic acid, methyl ester and 2.4 g. of 3-aminocrotonic acid nitrile are refluxed in 10 ml. of methanol for 72 hours. After this time, 8-chloro-2-methylpyrazolo[1,5-a]pyrido[3,4-e]-pyrimidin-5(4H)-one is filtered off, yield: 2.5 g. (73%); m.p. > 300°.

Workup

  1. filtrationAfter this time, 8-chloro-2-methylpyrazolo[1,5-a]pyrido[3,4-e]-pyrimidin-5(4H)-one is filtered off

Sources & evidence

ORD record
ord-57aa66c003cc40329a3a7a3aaf8b883d
Source dataset
uspto-grants-1978_01
Patent number
US04066645

Reaction notes

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