cas 24501-21-1, 2,4-diamino-3-(nitro)pyridine | Articles data ｜lookchem

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24501-21-1

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Process Development and Multikilogram-Scale Synthesis of a TRPV1 Antagonist
The process development and multikilogram preparation of a TRPV1 antagonist, 1, is described. Pyrido[2,3-b]pyrazine 1 was prepared in a convergent manner by the coupling of two key fragments, glyoxal 2 and diamine 3. Glyoxal 2 was synthesized in six chemical steps in 20% overall yield, the key step being a challenging Grignard reaction to install the glyoxalate moiety. Diamine 3 was also prepared in six chemical steps in 46% overall yield, exploiting a regioselective nucleophilic aromatic substitution to obtain the key nitrodiamine intermediate 19.
Cleator, Ed,Scott, Jeremy P.,Avalle, Paulo,Bio, Matthew M.,Brewer, Sarah E.,Davies, Antony J.,Gibb, Andrew D.,Sheen, Faye J.,Stewart, Gavin W.,Wallace, Debra J.,Wilson., Robert D.
p. 1561 - 1567
(2014/01/06)

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Chemical Properties

Melting Point: 212 °C
Boiling Point: 436.1±40.0 °C(Predicted)
Density: 1.555±0.06 g/cm3(Predicted)
Storage Temp.:Keep in dark place,Inert atmosphere,Room temperature
PKA: 5.00±0.47(Predicted)
PSA: 110.75000
LogP: 1.83980

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