1-Methylpiperazine → HCID 86735322, compound

HRID 1833349Notes

Reaction equation

HRID 1833349 reaction equation
Cl[C:2]1[C:7]2[C:8]([CH3:16])=[N:9][C:10]3[N:11]([N:12]=[C:13]([CH3:15])[CH:14]=3)[C:6]=2[N:5]=[CH:4][C:3]=1[C:17]([O:19][CH2:20][CH3:21])=[O:18].[CH3:22][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>>[CH3:15][C:13]1[CH:14]=[C:10]2[N:9]=[C:8]([CH3:16])[C:7]3[C:2]([N:26]4[CH2:27][CH2:28][N:23]([CH3:22])[CH2:24][CH2:25]4)=[C:3]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:4]=[N:5][C:6]=3[N:11]2[N:12]=1

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 86735321HCID 86735321, compound

Product 1

HCID 86735322HCID 86735322, compound

Procedure

3.04 g. of 6-chloro-2,5-dimethylpyrazolo[1,5-a]-pyrido[3,2-e]pyrimidine-7-carboxylic acid, ethyl ester (0.01 mol.) and 10 ml. of N-methylpiperazine are heated at reflux temperature for 5 minutes. The excess N-methyl piperazine is removed in vacuo and the residue is treated with water. The product, 2,5-dimethyl-6-(4-methyl-1-piperazinyl)pyrazolo[1,5-a]pyrido[3,2-e]pyrimidine-7-carboxylic acid, ethyl ester, crystallizes and is filtered off, yield 3.1 g. (85%), m.p. 158°-159°.

Workup

  1. temperatureat reflux temperature for 5 minutes
  2. customThe excess N-methyl piperazine is removed in vacuo
  3. additionthe residue is treated with water
  4. customThe product, 2,5-dimethyl-6-(4-methyl-1-piperazinyl)pyrazolo[1,5-a]pyrido[3,2-e]pyrimidine-7-carboxylic acid, ethyl ester, crystallizes
  5. filtrationis filtered off

Sources & evidence

ORD record
ord-8ea2ee5e98d243f99369794a17f1dca9
Source dataset
uspto-grants-1978_01
Patent number
US04066643

Reaction notes

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