HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 1-{2-[2-(4'-Methanesulfonyl-biphenyl-4-yl)-5-methyl-oxazol-4-yl]-ethyl}-2-methylpiperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-(Methanesulfonyl)phenylboronic acid | HCID 2734364 | — |
| Reactant | 1-{2-[2-(4-Bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl}-2-methylpiperidine | HCID 11516070 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-{2-[2-(4'-Methanesulfonyl-biphenyl-4-yl)-5-methyl-oxazol-4-yl]-ethyl}-2-methylpiperidine | HCID 58951487 | 34.3% |
Reaction Steps
Add 1-{2-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl}-2-methylpiperidine (0.290 g, 0.798 mmol), Pd(Ph3)4 (0.041 g, 0.035 mmol), 4-methanesulfonylphenylboronic acid (0.240 g, 1.20 mmol), 2N Na2CO3 (1.98 mL), and 1,4-dioxane (1 mL) to a microwave vessel. Microwave at 30 W, 90° C. for 30-45 minutes. Concentrate and purify on silica gel eluting with 10% 2N NH3 in methanol/dichloromethane to give 1-{2-[2-(4′-methanesulfonyl-biphenyl-4-yl)-5-methyl-oxazol-4-yl]-ethyl}-2-methylpiperidine (0.120 g, 34%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07666871B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-50173a46da7d451284f8da6581ae0098 |
| Source note | uspto-grants-2010_02 |