HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → Methyl 3-(4-chlorophenyl)-3-(4-(methylsulfonamido)-1H-indol-1-yl)pentanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Methyl 3-(4-amino-1H-indol-1-yl)-3-(4-chlorophenyl)pentanoate | HCID 68175795 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 3-(4-chlorophenyl)-3-(4-(methylsulfonamido)-1H-indol-1-yl)pentanoate | HCID 70564698 | — |
Reaction Steps
To a mixture of the product of Step G (75 mg, 0.21 mmol) and NMM (42 mg, 0.42 mmol) in DCM (3 mL) was added methanesulfonyl chloride (36 mg, 0.38 mmol). Then the mixture was stirred at room temperature for 3 h, quenched with saturated ammonium chloride solution, and extracted with ethyl acetate. The organic layers were washed with brine (10 mL), dried over sodium sulfate, filtered and evaporated. The residue was purified by silica gel chromatography (PE/EA=3/1) to afford the title compound as colorless oil. LC/MS m/z=435.1[M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403807B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-825dc7d2089b4917b702e67ca93a4543 |
| Source note | uspto-grants-2016_08 |