HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925357Generated: October 28, 2026
Dichloromethane → 7-(6,7-dimethoxyquinolin-4-yloxy)-N-(isoxazol-3-yl)-2,3-dihydrobenzo[b][1,4]oxazine-4-carboxamide
https://huagongshe.com/reaction/1925357
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 7-(6,7-dimethoxyquinolin-4-yloxy)-3,4-dihydro-2H-benzo[b][1,4]oxazine | HCID 24824048 | — |
| Reactant | 4-Nitrophenyl isoxazol-3-ylcarbamate | HCID 67519991 | — |
| Product | 7-(6,7-dimethoxyquinolin-4-yloxy)-N-(isoxazol-3-yl)-2,3-dihydrobenzo[b][1,4]oxazine-4-carboxamide | HCID 11751239 | — |
Reaction Steps
To a solution of 7-(6,7-dimethoxyquinolin-4-yloxy)-3,4-dihydro-2H-benzo[b][1,4]oxazine (100 mg, 0.2955 mmol) and 4-nitrophenyl isoxazol-3-ylcarbamate (294 mg, 1.182 mmol) in CH2Cl2 (3 mL) DIPEA (269 μL, 2.069 mmol) was added at RT. The reaction mixture was stirred at 35° C. for 15 h before the solution was concentrated in vacuo and purified with column chromatography using 100% EtOAc→10%→30%→50% 19:1 EtOAc:MeOH to yield the title compound. MS (ESI, pos. ion) m/z: 449 (M+1). Mass calc'd for C23H20N4O6: 448.44.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08178557B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-0e5c9277521846c3b9c869d1498e3549 |
|---|
| Source note | uspto-grants-2012_05 |
|---|
