Diethylamine → N,N,8-triethyl-2-methyl-8H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido[3,4-e]pyrimidin-5-amine

HRID 1395223Notes

Reaction equation

HRID 1395223 reaction equation
Cl[C:2]1[C:7]2[CH:8]=[N:9][C:10]3[N:14]([CH2:15][CH3:16])[N:13]=[CH:12][C:11]=3[C:6]=2[N:5]2[N:17]=[C:18]([CH3:20])[CH:19]=[C:4]2[N:3]=1.[CH2:21]([NH:23][CH2:24][CH3:25])[CH3:22]>C(O)CCC>[CH2:21]([N:23]([CH2:24][CH3:25])[C:2]1[C:7]2[CH:8]=[N:9][C:10]3[N:14]([CH2:15][CH3:16])[N:13]=[CH:12][C:11]=3[C:6]=2[N:5]2[N:17]=[C:18]([CH3:20])[CH:19]=[C:4]2[N:3]=1)[CH3:22]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 537035595-chloro-8-ethyl-2-methyl-8H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido[3,4-e]pyrimidine

Product 1

HCID 23331665N,N,8-triethyl-2-methyl-8H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido[3,4-e]pyrimidin-5-amineYield 83%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

8.6 g of 5-chloro-8-ethyl-2-methyl-8H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido[3,4-e]pyrimidine (0.03 mol) and 7.2 g of diethylamine are suspended in 50 ml of butyl alcohol and heated with stirring in an autoclave for 10 hours at 150°. After this time, the solvent is removed, the residue is treated with water and filtered off. Recrystallization from alcohol yields 8 g (83%) of N,N,8-triethyl-2-methyl-8H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido[3,4-e]pyrimidin-5-amine; m.p. 106°-108°.

Workup

  1. temperatureheated
  2. customAfter this time, the solvent is removed
  3. additionthe residue is treated with water
  4. filtrationfiltered off
  5. customRecrystallization from alcohol

Sources & evidence

ORD record
ord-91ccb3eb1ceb4376b632b631368aa9b3
Source dataset
uspto-grants-1980_05
Patent number
US04202899

Reaction notes

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