HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 1-tert-Butyl 3-methyl 4-oxopiperidine-1,3-dicarboxylate | HCID 11276893 | — |
| 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-1,5,7,8-tetrahydropyrido[4,3-d]pyrimidine-6-carboxylate | HCID 178451654 | 75.6% |
Reaction Conditions
| Temperature | 100 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188101B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-67548acb8e714617949534fa3543f6a8 |
| Source note | uspto-grants-2012_05 |