Potassium Carbonate → HCID 178433704, compound

HRID 487272Notes

Reaction equation

HRID 487272 reaction equation
[OH:1][CH:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[N:7]1[CH:11]=[C:10]([C:12]([NH2:14])=[O:13])[C:9]([CH3:15])=[N:8]1.Cl.[N:17]1[CH:22]=[CH:21][C:20]([C:23](N)=[NH:24])=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[OH:1][CH:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[N:7]1[C:11]2=[N:24][C:23]([C:20]3[CH:21]=[CH:22][N:17]=[CH:18][CH:19]=3)=[N:14][C:12](=[O:13])[C:10]2=[C:9]([CH3:15])[NH:8]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2776844Pyridine-4-amidine hydrochlorideHCID 19432787HCID 19432787, compound

Product 1

HCID 178433704HCID 178433704, compoundYield 23.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1-(2-hydroxycyclopentyl)-3-methyl-1H-pyrazole-4-carboxamide (2.4 g, 10 mmol), 4-pyridinecarboxamidine hydrochloride (3.2 g, 20 mmol), potassium carbonate (2.8 g, 20 mmol) and DMF (50 ml) were heated under reflux for 28 hours. The solvent was removed in vacuo, the residue was dissolved in hot water (25 ml) and was filtered. The filtrate was acidified with acetic acid and the resulting white precipitate was collected by filtration and recrystallized from DMF to afford 0.73 g (21%) of 1-(2-hydroxycyclopentyl)-3-methyl-6-(4-pyridyl)-pyrazolo[3,4-d]pyrimidin-4-one as white needles, m.p. 281°-283° C.

Workup

  1. temperaturewere heated
  2. temperatureunder reflux for 28 hours
  3. customThe solvent was removed in vacuo
  4. dissolutionthe residue was dissolved in hot water (25 ml)
  5. filtrationwas filtered
  6. filtrationthe resulting white precipitate was collected by filtration
  7. customrecrystallized from DMF

Sources & evidence

ORD record
ord-2c14fd877e014c61adda9b015540c5ac
Source dataset
uspto-grants-1994_03
Patent number
US05294612

Reaction notes

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