HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → 2-(chloro(5-ethoxy-2-fluoro-3-isopropoxyphenyl)methyl)-4-phenyl-1-trityl-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (5-ethoxy-2-fluoro-3-isopropoxyphenyl)(4-phenyl-1-trityl-1H-imidazol-2-yl)methanol | HCID 68813196 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(chloro(5-ethoxy-2-fluoro-3-isopropoxyphenyl)methyl)-4-phenyl-1-trityl-1H-imidazole | HCID 68812541 | 121.5% |
Reaction Steps
To a solution of Intermediate 25.1 (100 mg, 0.163 mmol) in 2 mL CH2Cl2, were added DMAP (2 mg, cat.), TEA (27 μL, 0.20 mmol) and MsCl (15.2 μL, 0.196 mmol). The mixture was stirred at rt for 30 min, then TEA (27 μL, 0.20 mmol) and MsCl (15.2 μL, 0.196 mmol) were added. The mixture was stirred at rt for 30 min, then was diluted with EtOAc, washed with H2O and brine, dried (Na2SO4) and concentrated. to afford 125 mg of Intermediate 25.2 as a yellow solid, which was used in the following step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576098B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-af4f2bb0a4604ea5bf3dd15e8b88d870 |
| Source note | uspto-grants-2009_08 |