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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958934Generated: November 2, 2026

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

https://huagongshe.com/reaction/1958934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium borohydrideHCID 4148881—
Reactant2-[[2-[[(2,3-difluorophenyl)methyl]thio]-6-[(1-pyrrolidinylsulfonyl)amino]-4-pyrimidinyl]oxy]-(2R)-propanoic acid ethyl esterHCID 53628352—
SolventTetrahydrofuranHCID 8028—
ProductN-[2-[[(2,3-difluorophenyl)methyl]thio]-6-[(1R)-2-hydroxy-1-methylethoxy]-4-pyrimidinyl]-1-pyrrolidinesulfonamideHCID 11597794—
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-[(1-pyrrolidinylsulfonyl)amino]-4-pyrimidinyl]oxy]-(2R)-propanoic acid ethyl ester, (the product of step i) (0.38 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 titurated with methanol, toluene, DCM, then ether/iso-hexane to give the title compound as a white solid. Yield: 0.15 g

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410123B2
Source datasetuspto-grants-2013_04
ORD IDord-5dccf67da8884b09a80dc2eeacb12c74
Source noteuspto-grants-2013_04