HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 1-tert-Butyl 4-ethyl 3-oxopiperidine-1,4-dicarboxylate | HCID 15852989 | — |
| Reactant | 1-(4-(Oxazol-5-yl)phenyl)guanidine | HCID 178512471 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | tert-butyl 2-[4-(1,3-oxazol-5-yl)anilino]-4-oxo-1,5,6,8-tetrahydropyrido[3,4-d]pyrimidine-7-carboxylate | HCID 178451643 | 41.9% |
Reaction Conditions
| Temperature | 100 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188101B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-3a822a96d9764fb09167f92ba2460513 |
| Source note | uspto-grants-2012_05 |