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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510937Generated: October 31, 2026

Acetone → tert-Butyl {1-[5-chloro-3-(1-isopropylazetidin-3-yl)-2-methoxy-4-methylphenyl]ethyl}carbamate

https://huagongshe.com/reaction/510937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantMethanolHCID 887—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactanttert-Butyl [1-(3-azetidin-3-yl-5-chloro-2-methoxy-4-methylphenyl)ethyl]carbamateHCID 131733267—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl {1-[5-chloro-3-(1-isopropylazetidin-3-yl)-2-methoxy-4-methylphenyl]ethyl}carbamateHCID 86666855—

Reaction Steps

To a mixture of tert-butyl [1-(3-azetidin-3-yl-5-chloro-2-methoxy-4-methylphenyl)ethyl]carbamate (20 mg, 0.06 mmol) in acetonitrile (0.2 mL)/methanol (0.2 mL)/THF (0.2 mL) was added acetone (48 μL, 0.65 mmol). The mixture was stirred at room temperature for 30 min before the addition of sodium triacetoxyborohydride (36 mg, 0.17 mmol). The mixture was stirred at room temperature for 4 hours. The mixture was then diluted with water and extracted with dichloromethane. The organic layers were dried over MgSO4 and concentrated to give the crude product. LCMS calculated for C21H34ClN2O3 (M+H)+: m/z=397.2. found: 397.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096600B2
Source datasetuspto-grants-2015_08
ORD IDord-c7e725ac99c04aa3a5a78f949668960c
Source noteuspto-grants-2015_08