Diphenyl Ether → HCID 178422348, compound

HRID 616816Notes

Reaction equation

HRID 616816 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]=[C:14]([CH3:17])[CH:13]=1.C1(OC2C=CC=CC=2)C=CC=CC=1>>[CH3:17][C:14]1[CH:13]=[C:12]2[NH:11][C:2]3[N:3]=[CH:4][CH:5]=[CH:6][C:7]=3[C:8](=[O:10])[N:16]2[N:15]=1

Participants

4

Reactant 3

HCID 7583Diphenyl EtherHCID 762582-Chloronicotinic acidHCID 178418690HCID 178418690, compound

Product 1

HCID 178422348HCID 178422348, compound

Procedure

157 g. of 2-chloropyridine-3-carboxylic acid and 194 g. of 5-amino-3-methylpyrazole are heated together in 500 ml. of diphenyl ether for 10 minutes at 215°. After this time, the mixture is allowed to stand at room temperature for 2 hours and is then filtered. The crystalline 2-methylpyrazolo[1,5-a]pyrido[2,3-d]pyrimidin- 9(4H)-one is washed with methanol and recrystallized from dimethylformamide, yield: 120 g. (64%); m.p. >300°.

Workup

  1. filtrationis then filtered
  2. washThe crystalline 2-methylpyrazolo[1,5-a]pyrido[2,3-d]pyrimidin- 9(4H)-one is washed with methanol
  3. customrecrystallized from dimethylformamide, yield: 120 g

Sources & evidence

ORD record
ord-aca91799acf8467abc55af8ae210b541
Source dataset
uspto-grants-1978_02
Patent number
US04076712

Reaction notes

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