HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 86760798, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Isopropyl chloroformate | HCID 7917 | — |
| Reactant | HCID 86760799 | HCID 86760799 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86760798 | HCID 86760798 | 95% |
Reaction Steps
Add isopropyl chloroformate (3.10 mL, 2.82 mmol, 1.0 M in toluene) dropwise to a solution of (+/−)-cis-N-(2-ethyl-6-methoxy-1,2,3,4-tetrahydro-[1,5]naphthyridin-4-yl)acetamide (702 mg, 3.102 mmol) and pyridine (0.677 mL, 8.46 mmol) in dichloromethane (15 mL) at 0° C. under an atmosphere of nitrogen and stir at room temperature for 10 min. Add 1 M HCl and separate the layers. Extract the aqueous layer with dichloromethane. Dry the organic layers over anhydrous sodium sulfate, filter, and remove the solvent under reduced pressure, to afford the title compound (895 mg, 95%). MS (ES+): 336 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07470705B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-010e5e88f71d45009eac442ea25ab9ff |
| Source note | uspto-grants-2008_12 |