HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium ethoxide → tert-Butyl 4-benzyl-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Tert-butyl 4-oxo-3-(2-phenylacetyl)piperidine-1-carboxylate | HCID 59333761 | — |
| Reactant | HCID 178432900 | HCID 178432900 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | tert-Butyl 4-benzyl-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate | HCID 59333817 | 54.2% |
Reaction Steps
1-(4-(2-Methyl-1H-imidazol-1-yl)phenyl)guanidine (224 mg, 1.04 mmol), tert-butyl 4-oxo-3-(2-phenylacetyl)piperidine-1-carboxylate (330 mg, 1.04 mmol) and sodium ethoxide (70.8 mg, 1.04 mmol) in ethanol (5 mL) were heated to 110° C. in a microwave reactor for 1 h 20 min. The reaction was allowed to reach room temperature and the solvent was evaporated under reduced pressure. The crude was dissolved in ethyl acetate and washed with water. The organic phase was dried under MgSO4 and the solvent evaporated under reduced pressure yielding tert-butyl 4-benzyl-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (280 mg, 54.2%) which was used in the subsequent step as such.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188101B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-e33cb999738c479a90f0731ad8c050ba |
| Source note | uspto-grants-2012_05 |