Ethanol → 5-ethoxy-8-ethyl-8H-pyrazolo[4',3':5,6]pyrido[3,4-e]-[1,2,4]triazolo[1,5-a]pyrimidine

HRID 1704758Notes

Reaction equation

HRID 1704758 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]=[CH:18][N:19]=[C:4]2[N:3]=1.[Na].[CH2:21]([OH:23])[CH3:22]>>[CH2:21]([O:23][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]=[CH:18][N:19]=[C:4]2[N:3]=1)[CH3:22]

Participants

4

Reactant 3

HCID 702EthanolHCID 5360545SodiumHCID 227584865-Chloro-8-ethyl-8H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]-triazolo[1,5-a]pyrimidine

Product 1

HCID 227585245-ethoxy-8-ethyl-8H-pyrazolo[4',3':5,6]pyrido[3,4-e]-[1,2,4]triazolo[1,5-a]pyrimidine

Procedure

2.7 g. of 5-chloro-8-ethyl-8H-pyrazolo[4',3':5,6]-pyrido[3,4-e][1,2,4]triazolo[1,5-a]pyrimidine of Example 1 (b) (0.01 mol.) are added with stirring to a solution of 2.3 g. of sodium in 50 ml. of dry ethanol. The mixture is stirred at room temperature for 6 hours. The precipitate is filtered off, washed with water and recrystallized from ethanol to obtain 5-ethoxy-8-ethyl-8H-pyrazolo[4',3':5,6]pyrido[3,4-e]-[1,2,4]triazolo[1,5-a]pyrimidine, yield 2.1 g. (74%); m.p. 196°-197°.

Workup

  1. stirringThe mixture is stirred at room temperature for 6 hours
  2. filtrationThe precipitate is filtered off
  3. washwashed with water
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-90eadcaf9ea14211b88d8c81c6688742
Source dataset
uspto-grants-1978_11
Patent number
US04127655

Reaction notes

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