Ammonia → HCID 9903432, compound

HRID 1196502Notes

Reaction equation

HRID 1196502 reaction equation
[N:1]1([C:6](=[O:24])[CH2:7][C:8]2[C:9]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)=[N:10][N:11]3[CH:16]=[CH:15][CH:14]=[N:13][C:12]=23)C=CN=C1.N>O1CCCC1.O>[CH3:23][C:20]1[CH:19]=[CH:18][C:17]([C:9]2[C:8]([CH2:7][C:6]([NH2:1])=[O:24])=[C:12]3[N:13]=[CH:14][CH:15]=[CH:16][N:11]3[N:10]=2)=[CH:22][CH:21]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 19898814HCID 19898814, compound

Product 1

HCID 9903432HCID 9903432, compoundYield 41.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

A stirred slurry of 3.2 g (0.010 mole) of 3-[2-(1H-imidazole-1-yl)-2-oxoethyl]-2-(4-methylphenyl)pyrazolo[1,5-a]pyrimidine (prepared from 2-(4-methylphenyl)pyrazolo[1,5-a]pyrimidine-3-acetic acid and 1,1'-carbonyldiimidazol) in 20 ml of dry tetrahydrofuran was treated with 3 ml of ammonia in 10 ml of dry tetrahydrofuran. After stirring for 16 hours, the reaction mixture was diluted with 100 ml of water and the precipitated solid collected by filtration (1.6 g). The crude product was recrystallized from acetonitrile to yield 1.1 g (40.9%) of pale yellow crystals, mp 225°-226° C.

Workup

  1. filtrationthe precipitated solid collected by filtration (1.6 g)
  2. customThe crude product was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-8cbc540c9410474eb913f5e82c6e6c84
Source dataset
uspto-grants-1992_05
Patent number
US05114944

Reaction notes

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