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Diethylaminoethyl chloride → 4-[2-(diethylamino)ethyl]-2,8,10-trimethyl-4H-pyrazolo[1,5-a]-pyrazolo[4',3':5,6]pyrido[3,4-e]pyrimidin-5(8H)-one

HRID 65706
Notes
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Reaction equation

HRID 65706 reaction equation
[CH2:1]([N:3]([CH2:6][CH2:7]Cl)[CH2:4][CH3:5])[CH3:2].CN(CCCCl)C.[CH3:16][C:17]1[CH:35]=[C:20]2[NH:21][C:22](=[O:34])[C:23]3[CH:28]=[N:27][C:26]4[N:29]([CH3:33])[N:30]=[C:31]([CH3:32])[C:25]=4[C:24]=3[N:19]2[N:18]=1>>[CH2:1]([N:3]([CH2:4][CH3:5])[CH2:6][CH2:7][N:21]1[C:22](=[O:34])[C:23]2[CH:28]=[N:27][C:26]3[N:29]([CH3:33])[N:30]=[C:31]([CH3:32])[C:25]=3[C:24]=2[N:19]2[N:18]=[C:17]([CH3:16])[CH:35]=[C:20]12)[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 13364Diethylaminoethyl chlorideHCID 669603-Chloro-N,N-dimethyl-1-propanamineHCID 1357053792,8,10-trimethyl-4H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido-[3,4-e]pyrimidin-5(8H)-one2×

Product 1

HCID 227574744-[2-(diethylamino)ethyl]-2,8,10-trimethyl-4H-pyrazolo[1,5-a]-pyrazolo[4',3':5,6]pyrido[3,4-e]pyrimidin-5(8H)-one

Procedure

By substituting diethylaminoethyl chloride for the dimethylaminopropyl chloride and utilizing the 2,8,10-trimethyl-4H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido-[3,4-e]pyrimidin-5(8H)-one product of Example 12 instead of 8-ethyl-2-methyl-4H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]- pyrido[3,4-e]pyrimidin-5(8H)-one in the procedure of Example 4, 4-[2-(diethylamino)ethyl[-2,8,10-trimethyl-4H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido[3,4-e]pyrimidin-5(8H)-one is obtained.

Workup

  1. customis obtained

Sources & evidence

ORD record
ord-de3341da2e034a4e84590a6b09e90295
Source dataset
uspto-grants-1978_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04128645

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes