Tert-Butylamine → HCID 18789027, compound

HRID 1586055Notes

Reaction equation

HRID 1586055 reaction equation
Cl[CH2:2][CH2:3][C:4]1[C:5]([Cl:14])=[N:6][C:7]2[N:8]([N:11]=[CH:12][CH:13]=2)[C:9]=1Cl.[C:15]([NH2:19])([CH3:18])([CH3:17])[CH3:16].C(N(CC)CC)C>CN(C)C=O>[C:15]([N:19]1[C:9]2[N:8]3[N:11]=[CH:12][CH:13]=[C:7]3[N:6]=[C:5]([Cl:14])[C:4]=2[CH2:3][CH2:2]1)([CH3:18])([CH3:17])[CH3:16]

Participants

5

Reactant 3

HCID 6385Tert-ButylamineHCID 8471TriethylamineHCID 18789177HCID 18789177, compound

Product 1

HCID 18789027HCID 18789027, compoundYield 90.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 70 ml of dimethylformamide were dissolved 12.50 g of 6-(2-chloroethyl)-5,7-dichloropyrazolo[1,5-a]pyrimidine, and 9.55 g of tert-butylamine and 11.47 g of triethylamine were added to the solution. The mixture was stirred for 2 days at room temperature. Excess amines and the solvent were distilled off under reduced pressure, and the residue was dissolved in chloroform. After the chloroform layer was washed with a saturated saline solution and dried over anhydrous sodium sulfate, the solvent was distilled off. The residue was treated with a chloroform-ether system to deposit crystals. The crystals were collected by filtration and recrystallized from ethanol to obtain 11.34 g (yield: 90.6%) of the intended product. White crystals.

Workup

  1. additionwere added to the solution
  2. distillationExcess amines and the solvent were distilled off under reduced pressure
  3. dissolutionthe residue was dissolved in chloroform
  4. washAfter the chloroform layer was washed with a saturated saline solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off
  7. additionThe residue was treated with a chloroform-ether system
  8. filtrationThe crystals were collected by filtration
  9. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-238fe43174a84a9e8c3d027b974b6489
Source dataset
uspto-grants-1999_08
Patent number
US05942515

Reaction notes

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