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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942476Generated: November 1, 2026

Water → HCID 86656353, compound

https://huagongshe.com/reaction/1942476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyrrolidineHCID 31268—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 67329605HCID 67329605—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86656353HCID 86656353—

Reaction Steps

To a solution of tert-butyl (3R)-3-[{[2-(hydroxymethyl)-4-(4-methoxybutyl)-2,7-dimethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl]carbonyl}(isopropyl)amino]piperidine-1-carboxylate (60 mg), N,N′-carbonyldiimidazole (20 mg) in tetrahydrofuran (1 ml) was added diisopropylethylamine (95 μl), and the mixture was stirred at room temperature for one hour. To the reaction mixture was added pyrrolidine (10 μl), and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and extracted with chloroform. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (59 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389511B2
Source datasetuspto-grants-2013_03
ORD IDord-25bcc4354ea74a4485ec3c6d5527fad4
Source noteuspto-grants-2013_03