HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 178487816, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Amino-6-methoxy-[1,5]naphthyridin-3-ol | HCID 136344712 | — |
| Reactant | HCID 178523765 | HCID 178523765 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178487816 | HCID 178487816 | 563.6% |
Reaction Steps
Potassium carbonate (246 mg, 1.78 mmol, 2.0 eq) is added at room temperature to a stirred solution of 4-amino-6-methoxy-[1,5]naphthyridin-3-ol (170 mg, 0.89 mmol, 1.0 eq) in N,N-dimethylformamide (20 mL), followed by [trans-4-(2-bromo-acetyl)-cyclohexyl]-carbamic acid benzyl ester (315 mg, 0.89 mmol, 1.0 eq). After 4 hours stirring at room temperature, solvent is evaporated and the residue is extracted with ethyl acetate (3×20 mL) and a saturated ammonium chloride aqueous solution (20 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to afford [trans-4-(3-hydroxy-6-methoxy-3,4-dihydro-2H-1-oxa-4,5,9-triaza-phenanthren-3-yl)-cyclohexyl]-carbamic acid benzyl ester (2.33 g, 88% Yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927541B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-56c449315b0f4de188f0b240fa9cae05 |
| Source note | uspto-grants-2015_01 |