Benzoyl chloride → HCID 178426255, compound

HRID 233578Notes

Reaction equation

HRID 233578 reaction equation
[NH2:1][C:2]1[N:7]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)[CH:6]=[N:5][C:4]2=[N:15][N:16]=[CH:17][C:3]=12.[C:18](Cl)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>N1C=CC=CC=1>[NH2:1][C:2]1[N:7]([C:8]2[CH:9]=[CH:10][C:11]([CH3:14])=[CH:12][CH:13]=2)[CH2:6][N:5]([C:18](=[O:25])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:4]2=[N:15][N:16]=[CH:17][C:3]=12

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 178426254HCID 178426254, compound

Product 1

HCID 178426255HCID 178426255, compoundYield 47.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirred solution of 4-amino-5-(4'-methylphenyl)pyrazolo[3,4-d]pyrimidine (0.40 g, 1.77 mmol) in pyridine (9 mL) was added benzoyl chloride (0.25 g, 1.77 mmol) dropwise. After 45 minutes, the pyridine was removed in vacuo and the resulting solids were washed with water and EtOH to afford 0.28 g of the title compound; m.p. 297°-300° C. Anal. calcd. for C19H15N5.0.75 H2O: C, 66.55; H, 4.85; N, 20.42. Found: C, 6.43; H, 4.69; N, 19.77.

Workup

  1. customthe pyridine was removed in vacuo
  2. washthe resulting solids were washed with water and EtOH

Sources & evidence

ORD record
ord-f573f40737594f00ac5c773f3de7bdf1
Source dataset
uspto-grants-1997_01
Patent number
US05593997

Reaction notes

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