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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930535Generated: November 1, 2026

Sodium ethoxide → tert-butyl 2-[4-(1,3-oxazol-5-yl)anilino]-4-oxo-1,5,7,8-tetrahydropyrido[4,3-d]pyrimidine-6-carboxylate

https://huagongshe.com/reaction/1930535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
Reactant1-tert-Butyl 3-methyl 4-oxopiperidine-1,3-dicarboxylateHCID 11276893—
Reactant1-(4-(Oxazol-5-yl)phenyl)guanidineHCID 178512471—
SolventEthanolHCID 702—
Producttert-butyl 2-[4-(1,3-oxazol-5-yl)anilino]-4-oxo-1,5,7,8-tetrahydropyrido[4,3-d]pyrimidine-6-carboxylateHCID 17845165475.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

Sodium ethoxide (0.106 g, 1.55 mmol) was added to 1-tert-butyl 3-methyl 4-oxopiperidine-1,3-dicarboxylate (0.400 g, 1.55 mmol, Example 3c) and 1-(4-(oxazol-5-yl)phenyl)guanidine (obtained from Example 1e, 0.314 g, 1.55 mmol) in ethanol (4 mL) and heated in a microwave reactor at 100° C. for 15 minutes. The suspension was diluted with ethanol (5 mL) and the precipitated product was filtered off and washed with cold ethanol to give tert-butyl 4-hydroxy-2-(4-(oxazol-5-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (0.480 g, 75%). No further purification. MS (ESI+)/(ESI−) M/Z 410/408

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188101B2
Source datasetuspto-grants-2012_05
ORD IDord-67548acb8e714617949534fa3543f6a8
Source noteuspto-grants-2012_05