HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → 3-Bromo-5,6,7,9-tetrahydro-pyrido[2,3-b]azepin-8-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 6,7-Dihydro-5H-pyrido[2,3-b]azepin-8(9H)-one | HCID 12413174 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Bromo-5,6,7,9-tetrahydro-pyrido[2,3-b]azepin-8-one | HCID 22139024 | 56.1% |
Reaction Steps
A 10% solution of bromine (0.57 mL, 11.1 mmole) in CH2Cl2 was added dropwise over 1 hr to a solution of 5,6,7,9-tetrahydro-pyrido[2,3-b]azepin-8-one (1.20 g, 7.4 mmole) in CH2Cl2 at RT. The mixture was stirred at RT overnight, then was concentrated in vacuo. The residue was diluted with 10% Na2CO3 and extracted with EtOAc. The combined organics were dried over Na2SO4 and concentrated. Flash chromatography on silica gel (EtOAc) gave the title compound (1.00 g, 56%) as a light yellow solid after drying in vacuo: MS (ES) m/e 241/243.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07879872B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-df55d09ad9de476086716ba789c1081d |
| Source note | uspto-grants-2011_02 |