HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1R,2S)-2-Fluorocyclopropan-1-amine → 6-((6,7-bis(methoxy)-4-quinolinyl)oxy)-N-((1R,2S)-2-fluorocyclopropyl)-1-naphthalenecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1R,2S)-2-Fluorocyclopropan-1-amine | HCID 10313105 | — |
| Reactant | 6-(6,7-Dimethoxyquinolin-4-yloxy)-1-naphthoyl chloride | HCID 24822943 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-((6,7-bis(methoxy)-4-quinolinyl)oxy)-N-((1R,2S)-2-fluorocyclopropyl)-1-naphthalenecarboxamide | HCID 59813278 | — |
Reaction Steps
6-(6,7-Dimethoxyquinolin-4-yloxy)-1-naphthoyl chloride (200 mg, 0.50 mmol) was suspended in CH2Cl2 and TEA (210 μL, 1.5 mmol) was added. The mixture was blanketed with nitrogen, cis-2-fluorocyclopropylamine (131 mg, 0.54 mmol) was added and the reaction was stirred at RT for 1 h. The mixture was washed with water, dried with Na2SO4, filtered and concentrated in-vacuo. The residue was purified by column chromatography to give the title compounds. MS (ESI pos. ion) m/z: 433.2 (M+H). Calc'd for C28H21FN2O4−432.46.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178557B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-29ff089c74694d84934ce700aba8d248 |
| Source note | uspto-grants-2012_05 |