HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → N-[6-(6,7-dimethoxy-quinolin-4-yloxy)-naphthalen-1-yl]-2-fluoro-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | 2-Fluorobenzoyl chloride | HCID 9808 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-(6,7-Dimethoxyquinolin-4-yloxy)naphthalen-1-amine | HCID 67520274 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[6-(6,7-dimethoxy-quinolin-4-yloxy)-naphthalen-1-yl]-2-fluoro-benzamide | HCID 59813576 | — |
Reaction Steps
To a solution of 6-(6,7-dimethoxy-quinolin-4-yloxy)-naphthalen-1-ylamine (Step a, 50 mg, 0.14 mmol) and NaHCO3 (38 mg, 0.45 mmol) in CH2Cl2 (1 mL), 2-fluorobenzoyl chloride (18 mL, 0.15 mmol) was added. The reaction was stirred at RT for 20 h. The mixture was taken up into CHCl3 and water, washed with brine, dried with Na2SO4, filtered and concentrated in vacuo. The title compound was purified by column chromatography using 0-100% of a 90:10:1 (CH2Cl2:MeOH: NH4OH) solution as the eluant. M+H 469.1, Calc'd for C28H21FN2O4−468.49.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178557B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-1f9fc363eab6403fabdda85b7af66eb4 |
| Source note | uspto-grants-2012_05 |