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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477916Generated: October 31, 2026

4-Methylmorpholine → Methyl 3-(4-chlorophenyl)-3-(4-(methylsulfonamido)-1H-indol-1-yl)pentanoate

https://huagongshe.com/reaction/1477916

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantMethyl 3-(4-amino-1H-indol-1-yl)-3-(4-chlorophenyl)pentanoateHCID 68175795—
SolventDichloromethaneHCID 6344—
ProductMethyl 3-(4-chlorophenyl)-3-(4-(methylsulfonamido)-1H-indol-1-yl)pentanoateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403807B2
Source datasetuspto-grants-2016_08
ORD IDord-825dc7d2089b4917b702e67ca93a4543
Source noteuspto-grants-2016_08