Phosphorus oxychloride → HCID 10592935, compound

HRID 1602218Notes

Reaction equation

HRID 1602218 reaction equation
[CH2:1]([N:8]1[C:12]2=[N:13][CH:14]=[N:15][C:16](O)=[C:11]2[C:10]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O=P(Cl)(Cl)[Cl:27]>>[CH2:1]([N:8]1[C:12]2=[N:13][CH:14]=[N:15][C:16]([Cl:27])=[C:11]2[C:10]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178517915HCID 178517915, compound

Product 1

HCID 10592935HCID 10592935, compound

Procedure

Under argon, 200 mg of 1-benzyl-4-hydroxy-3-phenylamino-pyrazolo[3,4-d]-pyrimidine are heated under reflux for 5 hours with 2 ml of POCl3, during which time the suspension slowly becomes a solution. The light-brown solution is cooled to room temperature, concentrated to dryness by evaporation and stirred with ice-water. The crude product is filtered off with suction and recrystallized from ethanol/water, yielding fine needles of 1-benzyl-4-chloro-3-phenylamino-pyrazolo[3,4-d]pyrimidine; m.p. 135° C., FAB-MS: (M+H)+ =336 (C18H14ClN5).

Workup

  1. concentrationconcentrated to dryness by evaporation
  2. filtrationThe crude product is filtered off with suction
  3. customrecrystallized from ethanol/water

Sources & evidence

ORD record
ord-b4bee19f74d047b5a5ff982fe10c4d3c
Source dataset
uspto-grants-1999_11
Patent number
US05981533

Reaction notes

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