Pyrazol-3-ylamine → HCID 178515100, compound

HRID 616818Notes

Reaction equation

HRID 616818 reaction equation
Cl[C:2]1[C:7]([C:8]([OH:10])=O)=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:11][C:12]1[NH:16][N:15]=[CH:14][CH:13]=1>CO>[N:15]1[N:16]2[C:8](=[O:10])[C:7]3[CH:6]=[CH:5][CH:4]=[N:3][C:2]=3[NH:11][C:12]2=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 74561Pyrazol-3-ylamineHCID 762582-Chloronicotinic acid

Product 1

HCID 178515100HCID 178515100, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

15.7 g. of 2-chloropyridine-3-carboxylic acid and 16.6 g. of 5-aminopyrazole are heated carefully to about 180°. At this point, the reaction starts and the temperature rises to about 230°-240°. The mixture is allowed to cool to room temperature and is then treated with methanol. The undissolved pyrazolo[1,5-a]pyrido[2,3-d]pyrimidin-9(4H)-one is filtered off and recrystallized from dimethylformamide, yield: 10.5 g. (56%); m.p. >300°.

Workup

  1. customrises to about 230°-240°
  2. filtrationThe undissolved pyrazolo[1,5-a]pyrido[2,3-d]pyrimidin-9(4H)-one is filtered off
  3. customrecrystallized from dimethylformamide, yield: 10.5 g

Sources & evidence

ORD record
ord-526f459037ae488f9da401c8c8115e94
Source dataset
uspto-grants-1978_02
Patent number
US04076712

Reaction notes

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