HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 86305668, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzoyl isocyanate | HCID 78210 | — |
| Reactant | HCID 117667397 | HCID 117667397 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86305668 | HCID 86305668 | 52.9% |
Reaction Steps
To the solution of 5-(5,6,7,8-tetrahydro-[1,8]naphthyridin-3-yl)-nicotinic acid methyl ester (205 mg, 0.76 mmol) in 60 mL of anhydrous DCM is added benzoyl isocyanate (170 mg, 1.1 mmol) and the solution is heated to reflux for 3 hrs. Then the solvent is removed in vacuo and to the residue is added 60 mL of MeOH. Then K2CO3 (180 mg, 1.3 mmol) is added and the mixture is heated to reflux for 0.5 hr. After cooling down, the organic solvent is evaporated. The residue is taken up in water and washed with DCM. The aqueous layer is separated and purified by neutral preparative HPLC to give 120 mg of the titled product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-72e8453287dc40888434387954afced2 |
| Source note | uspto-grants-2015_11 |