Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-(Pyrrolidin-3-yl)pyridine | HCID 3613651 | — |
| Reactant | HCID 15425910 | HCID 15425910 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 24852911 | HCID 24852911 | 92.2% |
Reaction Steps
0.2 g of 4-nitrophenyl 2,3-dihydro-4H-1,4-benzoxazine-4-carboxylate, 0.1 g of 3-(pyrrolidin-3-yl)pyridine and 1.5 ml of water are introduced into a 10 ml glass tube. The tube is sealed and then heated at 100° C. under microwave irradiation for 35 minutes. Dichloromethane is added. The organic phase is dried over magnesium sulfate and the solvent is evaporated under reduced pressure. The residue is chromatographed on silica gel with a dichloromethane/methanol gradient from 1/0 to 95/5. 0.19 g of 4-[(3-(pyridin-3-yl)pyrrolidin-1-yl)carbonyl]-3,4-dihydro-2H-1,4-benzoxazine is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07947834B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-8118ac423826498189df1a9ba1c21220 |
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| Source note | uspto-grants-2011_05 |
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