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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1024874Generated: October 31, 2026

Lithium borohydride → N-[2-[[(2,3-difluorophenyl)methyl]thio]-6-[(1R)-2-hydroxy-1-methylethoxy]-4-pyrimidinyl]-methanesulfonamide

https://huagongshe.com/reaction/1024874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium borohydrideHCID 4148881—
Reactant2-[[2-[[(2,3-difluorophenyl)methyl]thio]-6-[(methylsulfonyl)amino)-4-pyrimidinyl]oxy]-(2R)-propanoic acid ethyl esterHCID 67051271—
SolventTetrahydrofuranHCID 8028—
ProductN-[2-[[(2,3-difluorophenyl)methyl]thio]-6-[(1R)-2-hydroxy-1-methylethoxy]-4-pyrimidinyl]-methanesulfonamideHCID 11632815—
ProductEther isohexaneHCID 21882825—

Reaction Steps

The title compound was prepared according to the procedure outlined in example 24 using a mixture of 2-[[2-[[(2,3-difluorophenyl)methyl]thio]-6-[(methylsulfonyl)amino]-4-pyrimidinyl]oxy]-(2R)-propanoic acid ethyl ester, (the product of step i) (0.28 g), THF (8 mL) and 2M lithium borohydride in THF (1.3 mL). Purification was by reverse phase HPLC (symmetry as the stationary phase and TFA/acetonitrile as the mobile phase). The resulting oil was triturated with toluene, DCM, then ether/iso-hexane to give the title compound as a white solid. Yield: 0.18 g

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722883B2
Source datasetuspto-grants-2014_05
ORD IDord-7be09b4d92cd43569322da0f85a77b99
Source noteuspto-grants-2014_05