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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942550Generated: October 31, 2026

Ammonium Chloride → HCID 86656372, compound

https://huagongshe.com/reaction/1942550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 67333468HCID 67333468—
ReactantHCID 178418573HCID 178418573—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86656372HCID 86656372151.2%

Reaction Steps

A solution of ethyl 6-{[[(3R)-1-(tert-butoxycarbonyl)piperidin-3-yl](isopropyl)amino]-carbonyl}-4-(4-methoxybutyl)-2-methyl-3-oxo-7-(trifluoromethyl)-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate (150 mg) in tetrahydrofuran (2 ml) was cooled with ice, and thereto was added dropwise methylmagnesium bromide (1M tetrahydrofuran solution, 1.2 ml), and the mixture was stirred at room temperature for 3 hours. To the reaction solution was added a saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract 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 (111 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389511B2
Source datasetuspto-grants-2013_03
ORD IDord-8071cadc03d54f9f8f93a48ea859cb88
Source noteuspto-grants-2013_03