HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 59146081, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Ethyl 3-[7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-6-fluoro-1H-indol-3-yl]propanoate | HCID 59146158 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 59146081 | HCID 59146081 | — |
Reaction Steps
To the solution of ethyl 3-[7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-6-fluoro-1H-indol-3-yl]propanoate (D146) (320 mg) in dimethyl sulfoxide (5 mL) was added KOH (152 mg) and MeI (0.64 mL). The reaction solution was stirred at room temperature overnight. Saturated aqueous NH4Cl (10 mL) solution was added, and the resulting solution was extracted with ethyl acetate (3×10 mL). The combined organic phases were washed with brine and dried over sodium sulphate. The organic solution was concentrated to afford ethyl 3-[7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-6-fluoro-1-methyl-1H-indol-3-yl]propanoate (D147) (330 mg). MS (ES): C25H25ClFN3O4 requires 485; found 486.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08217028B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-4b45b2c5ac0d4eb1b52152eaca99a9ca |
| Source note | uspto-grants-2012_07 |