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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409586Generated: October 29, 2026

Chloroform → N-[(S)-1-hydroxypropan-2-yl]-4-[(S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidin-1-yl]benzamide

https://huagongshe.com/reaction/409586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantAmmonium ChlorideHCID 25517—
ReactantLithium borohydrideHCID 4148881—
ReactantN-[(S)-1-methoxycarbonylethyl]-4-[(S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidin-1-yl]benzamideHCID 58973534—
SolventTetrahydrofuranHCID 8028—
ProductN-[(S)-1-hydroxypropan-2-yl]-4-[(S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidin-1-yl]benzamideHCID 5897348749.2%

Reaction Steps

In 1 ml of THF was dissolved 31.9 mg of N—[(S)-1-methoxycarbonylethyl]-4-[(S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidin-1-yl]benzamide, 3.0 mg of lithium borohydride was added thereto, and the mixture was stirred at room temperature for 1 day. To the reaction mixture was added a saturated aqueous ammonium chloride solution, and chloroform was added to the mixture and the mixture was stirred and then the liquids were separated. The organic layer was dried and evaporated, and then, the residue was purified by NH silica gel thin-layer chromatography (chloroform:methanol=95:5) to obtain 14.7 mg of N—[(S)-1-hydroxypropan-2-yl]-4-[(S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]pyrrolidin-1-yl]benzamide (the following Table X, Example 12.003).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759387B2
Source datasetuspto-grants-2014_06
ORD IDord-ccae2a5dd49a45eda9bff0849fba2861
Source noteuspto-grants-2014_06