Diethyl methylmalonate → HCID 67823930, compound

HRID 1197808Notes

Reaction equation

[NH:1]([C:3]1[C:8]([CH2:9][CH2:10][CH3:11])=[N:7][C:6]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[CH:5][N:4]=1)[NH2:2].[CH3:18][CH:19]([C:25](OCC)=O)[C:20]([O:22][CH2:23][CH3:24])=[O:21]>>[CH3:18][CH:19]([C:25]1[N:4]2[CH:5]=[C:6]([C:12]3[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=3)[N:7]=[C:8]([CH2:9][CH2:10][CH3:11])[C:3]2=[N:1][N:2]=1)[C:20]([O:22][CH2:23][CH3:24])=[O:21]

Participants

Reactant 2

HCID 11857Diethyl methylmalonate

HCID 14775259HCID 14775259, compound

Product 1

HCID 67823930HCID 67823930, compound

Procedure

In a manner analogous to that described in Example 1, by condensing 2-hydrazino-3-propyl-5-(3-pyridyl)pyrazine with diethyl methylmalonate there is obtained ethyl rac-α-methyl-8-propyl-6-(3-pyridyl)-s-triazolo[4,3-a]pyrazine-3-acetate, MS: 339 (M)+, which by saponification analogously to Example 1 is converted into the above acid which is used directly in the next step.

Sources & evidence

ORD record: ord-a6c3b35a583245f1afb246b237172877
Source dataset: uspto-grants-1994_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05278161

Reaction notes

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