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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959017Generated: October 31, 2026

Ammonium Chloride → N-{2-[(2,3-Difluorobenzyl)thio]-6-[(1R)-2-hydroxy-1-methylethoxy]pyrimidin-4-yl}-9-methyl-3,9-diazabicyclo[4.2.1]nonane-3-sulfonamide

https://huagongshe.com/reaction/1959017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantLithium borohydrideHCID 4148881—
Reactantethyl (2R)-2-[(2-[(2,3-difluorobenzyl)thio]-6-{[(9-methyl-3,9-diazabicyclo[4.2.1]non-3-yl)sulfonyl]amino}pyrimidin-4-yl)oxy]propanoateHCID 53628383—
SolventTetrahydrofuranHCID 8028—
ProductN-{2-[(2,3-Difluorobenzyl)thio]-6-[(1R)-2-hydroxy-1-methylethoxy]pyrimidin-4-yl}-9-methyl-3,9-diazabicyclo[4.2.1]nonane-3-sulfonamideHCID 53628382—

Reaction Steps

To a solution of ethyl (2R)-2-[(2-[(2,3-difluorobenzyl)thio]-6-{[(9-methyl-3,9-diazabicyclo[4.2.1]non-3-yl)sulfonyl]amino}pyrimidin-4-yl)oxy]propanoate (the product from step i), 0.35 g) in THF (10 ml) was added 2M LiBH4 in THF (0.6 ml). The reaction was then stirred for 18 h at room temperature. Saturated NH4Cl (150 ml) was then added to the reaction mixture which was extracted with DCM (3×150 ml). Organics were combined, dried (MgSO4) and reduced in vacuo and the resulting residue was purified by prep HPLC to give the title compound as a white solid. Yield 20 mg

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410123B2
Source datasetuspto-grants-2013_04
ORD IDord-9e91e136e2d548e1b52e21581d70fd98
Source noteuspto-grants-2013_04