tert-Butyl carbamate → 2-(2-fluorophenyl)-pyrido[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)one

HRID 1762079Notes

Reaction equation

HRID 1762079 reaction equation
[C:1](=O)([O:3]C(C)(C)C)N.[NH2:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][C:15]=1[C:16]#[N:17].[F:18][C:19]1[CH:28]=[CH:27][CH:26]=[CH:25][C:20]=1[C:21]([NH:23][NH2:24])=O>>[F:18][C:19]1[CH:28]=[CH:27][CH:26]=[CH:25][C:20]=1[C:21]1[N:17]=[C:16]2[N:24]([C:1](=[O:3])[NH:9][C:10]3[CH:11]=[N:12][CH:13]=[CH:14][C:15]=32)[N:23]=1

Participants

4

Reactant 3

HCID 77922tert-Butyl carbamateHCID 1362882-FluorobenzhydrazideHCID 106782193-Aminopyridine-4-carbonitrile

Product 1

HCID 1355035702-(2-fluorophenyl)-pyrido[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)oneYield 78%

Procedure

When the tert-butyl carbamate of 3-amino-4-cyanopyridine replaces the urethane described in Example 37 and o-fluorobenzhydrazide replaces 2-furoylhydrazine in the same example, 2-(2-fluorophenyl)-pyrido[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)one is obtained in 78% yield, m.p. 324°-326°. It is purified as the membrane sulphonate salt, m.p. 285° to 287°.

Sources & evidence

ORD record
ord-83f4729b8bd846a3805dcca4f897b59b
Source dataset
uspto-grants-1989_05
Patent number
US04831013

Reaction notes

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