Pyrazol-3-ylamine → HCID 178422975, compound

HRID 616821Notes

Reaction equation

HRID 616821 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]=[CH:15][CH:14]=1>CO>[CH3:11][C:4]1[CH:5]=[CH:6][C:7]2[C:8](=[O:10])[N:17]3[N:16]=[CH:15][CH:14]=[C:13]3[NH:12][C:2]=2[N:3]=1

Participants

4

Reactant 2

HCID 74561Pyrazol-3-ylamineHCID 1217242-Chloro-6-methylnicotinic acid

Product 1

HCID 178422975HCID 178422975, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

17.1 g. of 2-chloro-6-methylpyridine-3-carboxylic acid and 16.6 g. of 5-aminopyrazole are heated together at 180°-190° for 10 minutes. The mixture is cooled to room temperature and treated with methanol. The crystalline 6-methylpyrazolo[1,5-a]pyrido[2,3-d]pyrimidin-9(4H)-one is filtered off and recrystallized from dimethylformamide, yield: 11.3 g. (56%); m.p. >300°.

Workup

  1. filtrationThe crystalline 6-methylpyrazolo[1,5-a]pyrido[2,3-d]pyrimidin-9(4H)-one is filtered off
  2. customrecrystallized from dimethylformamide, yield: 11.3 g

Sources & evidence

ORD record
ord-f286ea33df1b43ab816c4e43c290003d
Source dataset
uspto-grants-1978_02
Patent number
US04076712

Reaction notes

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