Ethanol → 8-Chloro-5-ethoxy-2-methylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidine

HRID 1833345Notes

Reaction equation

HRID 1833345 reaction equation
Cl[C:2]1[C:7]2[CH:8]=[N:9][C:10]([Cl:12])=[CH:11][C:6]=2[N:5]2[N:13]=[C:14]([CH3:16])[CH:15]=[C:4]2[N:3]=1.[Na].[CH2:18]([OH:20])[CH3:19]>>[Cl:12][C:10]1[N:9]=[CH:8][C:7]2[C:2]([O:20][CH2:18][CH3:19])=[N:3][C:4]3[N:5]([N:13]=[C:14]([CH3:16])[CH:15]=3)[C:6]=2[CH:11]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 5360545SodiumHCID 213891765,8-Dichloro-2-methylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidine

Product 1

HCID 213891808-Chloro-5-ethoxy-2-methylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidine

Procedure

2.5 g. of 5,8-dichloro-2-methylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidine are added to a solution of 0.3 g. sodium in 20 ml. of ethanol. The mixture is stirred at 60° for 1 hour. After addition of 10 ml. of water, 8-chloro-5-ethoxy-2-methylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidine precipitates and is filtered off, yield: 1.8 g. (68%); m.p. 175.6° (ethyl acetate).

Workup

  1. additionAfter addition of 10 ml
  2. customof water, 8-chloro-5-ethoxy-2-methylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidine precipitates
  3. filtrationis filtered off

Sources & evidence

ORD record
ord-00249668a5834e089e1209f8489428e7
Source dataset
uspto-grants-1978_01
Patent number
US04066645

Reaction notes

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