Diethylamine → HCID 20370812, compound

HRID 616009Notes

Reaction equation

HRID 616009 reaction equation
Cl[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[N:11][C:6]=2[N:5]2[N:12]=[CH:13][CH:14]=[C:4]2[N:3]=1.[CH2:15]([NH:17][CH2:18][CH3:19])[CH3:16]>>[CH2:15]([N:17]([CH2:18][CH3:19])[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[N:11][C:6]=2[N:5]2[N:12]=[CH:13][CH:14]=[C:4]2[N:3]=1)[CH3:16]

Participants

3

Reactant 2

HCID 8021DiethylamineHCID 20370802HCID 20370802, compound

Product 1

HCID 20370812HCID 20370812, compound

Procedure

2.04 g. of 5-chloropyrazolo[1,5-a]pyrido[3,2-e]pyrimidine of Example 1c are added to 20 ml. of diethylamine. The solution is refluxed for 5 hours. The excess diethylamine is distilled off and the residue is treated with 5 ml. water and extracted three times with 10 ml. portions of ethyl acetate. The organic layers are combined, dried over sodium sulfate, filtered and evaporated to dryness. The residual N,N-diethylpyrazolo[1,5-a]pyrido[3,2-e]pyrimidin-5-amine is recrystallized from ethyl acetate/petroleum ether, yield: 2 g. (83%); m.p. 102°.

Workup

  1. temperatureThe solution is refluxed for 5 hours
  2. distillationThe excess diethylamine is distilled off
  3. additionthe residue is treated with 5 ml
  4. extractionwater and extracted three times with 10 ml
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated to dryness
  8. customThe residual N,N-diethylpyrazolo[1,5-a]pyrido[3,2-e]pyrimidin-5-amine is recrystallized from ethyl acetate/petroleum ether, yield: 2 g

Sources & evidence

ORD record
ord-9e3a1397538e4ec580c98e00c48ed754
Source dataset
uspto-grants-1978_02
Patent number
US04072680

Reaction notes

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