Sodium hydride → HCID 14838103, compound

HRID 1165783Notes

Reaction equation

HRID 1165783 reaction equation
[CH2:1]([N:5]1[C:10]2=[N:11][N:12]([CH2:16][CH2:17][CH2:18]Cl)[C:13]([NH:14][CH3:15])=[C:9]2[C:8](=[O:20])[N:7]([CH2:21][CH2:22][CH3:23])[C:6]1=[O:24])[CH2:2][CH2:3][CH3:4].[H-].[Na+]>CN(C=O)C>[CH2:1]([N:5]1[C:10]2=[N:11][N:12]3[CH2:16][CH2:17][CH2:18][N:14]([CH3:15])[C:13]3=[C:9]2[C:8](=[O:20])[N:7]([CH2:21][CH2:22][CH3:23])[C:6]1=[O:24])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 14838070HCID 14838070, compound

Product 1

HCID 14838103HCID 14838103, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of 7-butyl-2-(3-chloropropyl)-3-methylamino-5-propyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione(2.0 g) in DMF(30 ml) was added sodium hydride(60% oil, 0.67 g), in portions under ice-cooling. The mixture was stirred at room temperature for further 5 hours. The reaction mixture was concentrated to dryness and the concentrate was added to ice-water. The mixture was stirred for a while, whereupon crystals precipitated out. The crystals were collected by filtration and recrystallized from isopropyl ether to afford colorless crystals(1.55 g, 90%), m.p. 94°-98° C.

Workup

  1. temperaturein portions under ice-cooling
  2. concentrationThe reaction mixture was concentrated to dryness
  3. additionthe concentrate was added to ice-water
  4. stirringThe mixture was stirred for a while, whereupon crystals
  5. customprecipitated out
  6. filtrationThe crystals were collected by filtration
  7. customrecrystallized from isopropyl ether

Sources & evidence

ORD record
ord-260d90e8b5204da8a505b833b4053540
Source dataset
uspto-grants-1990_03
Patent number
US04912104

Reaction notes

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