Imidazole → HCID 178437890, compound

HRID 487306Notes

Reaction equation

HRID 487306 reaction equation
[CH:1]1([N:6]2[C:10]3=[N:11][C:12](S(C)(=O)=O)=[N:13][C:14](=[O:15])[C:9]3=[C:8]([CH2:20][CH3:21])[NH:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[NH:22]1[CH:26]=[CH:25][N:24]=[CH:23]1.O>C(O)(=O)C>[CH:1]1([N:6]2[C:10]3=[N:11][C:12]([N:22]4[CH:26]=[CH:25][N:24]=[CH:23]4)=[N:13][C:14](=[O:15])[C:9]3=[C:8]([CH2:20][CH3:21])[NH:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 962WaterHCID 178437894HCID 178437894, compound

Product 1

HCID 178437890HCID 178437890, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 1-cyclopentyl-3-ethyl-6-methylsulfonylpyrazolo[3,4-d]pyrimidin-4-one (3.1 g, 0.01 mol) and imidazole (2.1 g, 0.03 mol) was heated at 165°-175° C. for 3.5 hours. The mixture was cooled to room temperature and water (25 ml), followed by acetic acid (3 ml) were added. A precipitate was obtained which was collected by filtration and washed with water. The product was recrystallized from ethanol/ether to afford 2.4 g (81%) of 1-cyclopentyl-3-ethyl-6-(1-imidazolyl)pyrazolo[3,4-d]pyrimidin-4-one as white crystals, m.p. 228°-230° C.

Workup

  1. temperaturewas heated at 165°-175° C. for 3.5 hours
  2. additionwere added
  3. customA precipitate was obtained which
  4. filtrationwas collected by filtration
  5. washwashed with water
  6. customThe product was recrystallized from ethanol/ether

Sources & evidence

ORD record
ord-d5160f58160a4d35813d13718b0fcc15
Source dataset
uspto-grants-1994_03
Patent number
US05294612

Reaction notes

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