2-Chloro-6-methylnicotinic acid → HCID 178422976, compound

HRID 616820Notes

Reaction equation

HRID 616820 reaction equation
Cl[C:2]1[C:7]([C:8]([OH:10])=O)=[CH:6][CH:5]=[C:4]([CH3:11])[N:3]=1.[NH2:12][C:13]1[NH:17][N:16]=[C:15]([CH3:18])[CH:14]=1>CO>[CH3:18][C:15]1[CH:14]=[C:13]2[NH:12][C:2]3[N:3]=[C:4]([CH3:11])[CH:5]=[CH:6][C:7]=3[C:8](=[O:10])[N:17]2[N:16]=1

Participants

4

Reactant 2

HCID 1217242-Chloro-6-methylnicotinic acidHCID 178418690HCID 178418690, compound

Product 1

HCID 178422976HCID 178422976, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

17.1 g. of 2-chloro-6-methylpyridine-3-carboxylic acid and 19.4 g. of 5-amino-3-methylpyrazole are heated together for 10 minutes at 180°-190°. The mixture is cooled to room temperature and treated with methanol. The crystalline 2,6-dimethylpyrazolo[1,5-a]pyrido[2,3-d]pyrimidin-9(4H)-one is filtered off and recrystallized from dimethylformamide, yield: 13.5 g. (64%); m.p. >300°.

Workup

  1. filtrationThe crystalline 2,6-dimethylpyrazolo[1,5-a]pyrido[2,3-d]pyrimidin-9(4H)-one is filtered off
  2. customrecrystallized from dimethylformamide, yield: 13.5 g

Sources & evidence

ORD record
ord-cd880bef3f8644d2aca9eab6cb3b2cf4
Source dataset
uspto-grants-1978_02
Patent number
US04076712

Reaction notes

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