Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 86658169 | HCID 86658169 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68225765 | HCID 68225765 | — |
Reaction Steps
To a microwave vial was added phenylboronic acid (0.104 g, 0.852 mmol), (S)-benzyl 1-(6-fluoro-3-iodoimidazo[1,2-a]pyridin-2-yl)ethylcarbamate (0.250 g, 0.568 mmol), sodium carbonate (0.181 g, 1.74 mmol), and 1,1′-bis(diphenyl-phosphino)ferrocene palladium (II) chloride, 1:1 complex with DCM (0.023 g, 0.028 mmol) in dioxane (3.44 mL) and water (0.34 mL). The suspension was stirred at 110° C. under microwave irradiation for 2 h. Purification by MPLC (eluted with a gradient of 0-6% MeOH in DCM) afforded (S)-benzyl 1-(6-fluoro-3-phenylimidazo[1,2-a]pyridin-2-yl)ethylcarbamate as a brown oil. LC-MS (ESI) m/z 390.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08575183B2 |
|---|
| Source dataset | uspto-grants-2013_11 |
|---|
| ORD ID | ord-ae654c1fc8104fc1955d88d359938cb1 |
|---|
| Source note | uspto-grants-2013_11 |
|---|
