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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1351985Generated: October 29, 2026

Hydrochloric Acid → 2-Methyl-1-{7-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethoxy]-1H-indol-3-yl}propan-2-amine

https://huagongshe.com/reaction/1351985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-butyl (1,1-dimethyl-2-{7-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethoxy]-1H-indol-3-yl}ethyl)carbamateHCID 86604034—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Product2-Methyl-1-{7-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethoxy]-1H-indol-3-yl}propan-2-amineHCID 6945813553.1%

Reaction Steps

To a solution of tert-butyl (1,1-dimethyl-2-{7-[(1S)-1-methyl-2-morpholin-4-yl-2-oxoethoxy]-1H-indol-3-yl}ethyl)carbamate (166 mg, 0.373 mmol) in methylene chloride (2 mL) is added a 4N hydrogen chloride solution in dioxane (0.5 mL), and the mixture is stirred at room temperature for 3 hours. The reaction solution is poured into a saturated aqueous sodium hydrogen carbonate solution, and the mixture is extracted with chloroform. The organic layer is dried over anhydrous magnesium sulfate, and the solvent is evaporated. The obtained crude product is purified by silica gel column chromatography (a saturated ammonia solution in chloroform ) a saturated ammonia solution in chloroform-methanol=50:1) to give the title compound (68.4 mg, yield: 53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07217724B2
Source datasetuspto-grants-2007_05
ORD IDord-dd418bb49995460480958d08c9df89a4
Source noteuspto-grants-2007_05