HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 59299449, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 3,5-Dichloro-4-((1-cyclohexyl-2-oxopyrrolidin-3-yl)methyl)phenyl trifluoromethanesulfonate | HCID 59299421 | — |
| Reactant | HCID 178418416 | HCID 178418416 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Product | HCID 59299449 | HCID 59299449 | 75% |
Reaction Steps
Heat a mixture of 3,5-dichloro-4-((1-cyclohexyl-2-oxopyrrolidin-3-yl)methyl)phenyl trifluoromethanesulfonate (Example 240) (2.0 g, 4.2 mmol), anhydrous sodium acetate (1.04 g, 12.7 mmol) and dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct (34 mg, 0.042 mmol) in methanol (60 mL) to 120° C. under 60 psi of carbon monoxide for 5 hours. Cool the reaction, extract with ethyl acetate and water and dry the organic layer (Na2SO4). The crude product is purified by normal phase chromatography (0 to 100% gradient of ethyl acetate in hexanes) to afford 1.21 g (75%) of the title compound: LC-MS (ES+) m/z=exact mass calcd for C19H23Cl2NO3 383, found 384 and 386 (M+1 and M+3, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07713979B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-70a5f243fed74503804d552169e0bf82 |
| Source note | uspto-grants-2010_05 |