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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930542Generated: October 27, 2026

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

https://huagongshe.com/reaction/1930542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
Reactant1-tert-Butyl 4-ethyl 3-oxopiperidine-1,4-dicarboxylateHCID 15852989—
Reactant1-(4-(Oxazol-5-yl)phenyl)guanidineHCID 178512471—
SolventEthanolHCID 702—
Producttert-butyl 2-[4-(1,3-oxazol-5-yl)anilino]-4-oxo-1,5,6,8-tetrahydropyrido[3,4-d]pyrimidine-7-carboxylateHCID 17845164341.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

Sodium ethoxide (0.476 g, 7.00 mmol) was added to 1-tert-butyl 4-ethyl 3-oxopiperidine-1,4-dicarboxylate (1.899 g, 7.00 mmol, Example 1d) and 1-(4-(oxazol-5-yl)phenyl)guanidine (1.415 g, 7.00 mmol, Example 1e) in ethanol (10 mL). The reaction vial was heated a microwave reactor at 100° C. for 15 minutes. The suspension was diluted with ethanol (5 ml) and the precipitated crude product was filtered off and washed with cold ethanol to give tert-butyl 4-hydroxy-2-(4-(oxazol-5-yl)phenylamino)-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate (1.200 g, 41.9%). 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-3a822a96d9764fb09167f92ba2460513
Source noteuspto-grants-2012_05