Pyrazol-3-ylamine → HCID 178515173, compound

HRID 616565Notes

Reaction equation

HRID 616565 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]=[CH:16][CH:15]=1>C(O)(=O)C>[Cl:8][C:6]1[N:5]=[CH:4][C:3]2[C:9](=[O:11])[N:18]3[N:17]=[CH:16][CH:15]=[C:14]3[NH:13][C:2]=2[CH:7]=1

Participants

4

Reactant 2

HCID 74561Pyrazol-3-ylamineHCID 2764083Methyl4,6-dichloronicotinate

Product 1

HCID 178515173HCID 178515173, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

205 g. of 4,6-dichloropyridine-3-carboxylic acid, methyl ester and 166 g. of 5-aminopyrazole are refluxed together in 300 ml. of acetic acid for 10 hours with stirring. The crystalline 6-chloropyrazolo[1,5-a]pyrido[4,3-d]pyrimidin-9(4H)-one is filtered off, washed with water and recrystallized from dimethylformamide, yield: 185 g. (84%); m.p. > 300°.

Workup

  1. filtrationThe crystalline 6-chloropyrazolo[1,5-a]pyrido[4,3-d]pyrimidin-9(4H)-one is filtered off
  2. washwashed with water
  3. customrecrystallized from dimethylformamide, yield: 185 g

Sources & evidence

ORD record
ord-11ad5c8f4e194c21ba501c0393bd87cb
Source dataset
uspto-grants-1978_02
Patent number
US04075210

Reaction notes

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