Methyl4,6-dichloronicotinate → HCID 178422346, compound

HRID 616567Notes

Reaction equation

HRID 616567 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][C:3]=1[C:9]([O:11]C)=O.[NH2:13][C:14]1[NH:18][N:17]=[C:16]([CH3:19])[CH:15]=1>C(O)CCC>[Cl:8][C:6]1[N:5]=[CH:4][C:3]2[C:9](=[O:11])[N:18]3[N:17]=[C:16]([CH3:19])[CH:15]=[C:14]3[NH:13][C:2]=2[CH:7]=1

Participants

4

Reactant 2

HCID 2764083Methyl4,6-dichloronicotinateHCID 178418690HCID 178418690, compound

Product 1

HCID 178422346HCID 178422346, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

205 g. of 4,6-dichloropyridine-3-carboxylic acid, methyl ester and 194 g. of 5-amino-3-methylpyrazole are refluxed together in 500 ml. of butyl alcohol with stirring for 24 hours. After this time, 6-chloro-2-methylpyrazolo[1,5-a]pyrido[4,3-d]pyrimidin-9(4H)-one is filtered off, washed with water and recrystallized from dimethylformamide, yield: 195 g. (83%); m.p. >300°.

Workup

  1. filtrationAfter this time, 6-chloro-2-methylpyrazolo[1,5-a]pyrido[4,3-d]pyrimidin-9(4H)-one is filtered off
  2. washwashed with water
  3. customrecrystallized from dimethylformamide, yield: 195 g

Sources & evidence

ORD record
ord-1533dd6cc71c4164a503a8e10104aa86
Source dataset
uspto-grants-1978_02
Patent number
US04075210

Reaction notes

Loading…