HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Aminophenylboronic acid → methyl 8-(3-amino-phenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Aminophenylboronic acid | HCID 92269 | — |
| Reactant | Methyl 8-chloro-1-cyclopropyl-9-methyl-4-oxo-quinolizine-3-carboxylate | HCID 86696543 | — |
| Product | methyl 8-(3-amino-phenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate | HCID 86696546 | 39.6% |
Reaction Steps
Methyl 8-(3-amino-phenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate was prepared according to General Procedure A using methyl 8-chloro-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate (195 mg, 0.66 mmol) and (3-aminophenyl)-boronic acid (119 mg, 0.87 mmol). Purification by flash silica column chromatography (CH2Cl2:MeOH) (1:0 to 9:1) afforded the title compound as a yellow solid (91 mg, 39%). ESI-MS m/z: 349 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962842B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-841d74b80b7345f0aa3497bb5cec99dc |
| Source note | uspto-grants-2015_02 |