Acetic Anhydride → HCID 178473783, compound

HRID 1736586Notes

Reaction equation

HRID 1736586 reaction equation
[CH:1]1([N:6]2[C:10]3=[N:11][C:12]([CH:16]4[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]4)=[N:13][C:14](=[O:15])[C:9]3=[C:8]([CH3:22])[NH:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[C:30](OC(=O)C)(=[O:32])[CH3:31]>C(Cl)(Cl)Cl>[CH:1]1([N:6]2[C:10]3=[N:11][C:12]([CH:16]4[CH2:21][CH2:20][N:19]([C:30](=[O:32])[CH3:31])[CH2:18][CH2:17]4)=[N:13][C:14](=[O:15])[C:9]3=[C:8]([CH3:22])[NH:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 178433702HCID 178433702, compound

Product 1

HCID 178473783HCID 178473783, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a mixture of 1-cyclopentyl-3-methyl-6-(4-piperidinyl)pyrazolo[3,4-d]pyrimidin-4-one (0.79 g, 2.6 mmol), triethylamine (2.0 ml), and chloroform (25 ml) was added acetic anhydride (2.0 ml 0.02 mol) The mixture was stirred for 3 hours and the solvent was removed in vacuo. The residue was treated with water and the product was collected by filtration to afford 0.8 g (90%) of 1-cyclopentyl-3-methyl-6-(1-acetyl-4-piperidinyl)pyrazolo[3,4-d]pyrimidin-4-one as white needles, m.p. 176°-178° C. when recrystallized from cyclohexane.

Workup

  1. customthe solvent was removed in vacuo
  2. additionThe residue was treated with water
  3. filtrationthe product was collected by filtration

Sources & evidence

ORD record
ord-c6a0d61942824647b4fb467033b255fd
Source dataset
uspto-grants-1996_07
Patent number
US05541187

Reaction notes

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