HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 118093612, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 118093605 | HCID 118093605 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 118093612 | HCID 118093612 | 52.3% |
Reaction Steps
Combine palladium (18.54 g, 10% on charcoal), 1-[4-(6-cyano-2-methyl-pyrimidin-4-yl)oxyphenyl]-N-methyl-methanesulfonamide (46.34 g, 141.19 mmol), 1,4-Dioxane (278 mL), EtOH (185 mL), and triethylamine (78.7 mL) in a PARR reactor. Seal the PARR reactor and charge it with hydrogen (400 psi). Shake the reactor at room temperature for 4.5 h. Open the reactor and filter the contents through CELITE®. Collect and evaporate the filtrate to provide the title compound as a yellow solid (23.8 g, 48%). MS (m/z): 323 (M+1). Wash the CELITE® pad with a mixture of 1,4-dioxane/MeOH (6×500 mL); collect the filtrate; and evaporate the solvent to provide a second crop of the title compound as a yellow solid (pinky solid, 48%). MS (m/z): 323 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073901B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-aab144cc5b6c45d4b35c9c468fe63835 |
| Source note | uspto-grants-2015_07 |