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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2260616Generated: October 31, 2026

1-methyl-5-sulfanyl-2,3-dihydro-1H-indol-2-one → (2S,4R)-4-hydroxy-2-methyl-4-[2-(1-methyl-2-oxoindolin-5-ylthio)thiazol-5-yl]tetrahydropyran

https://huagongshe.com/reaction/2260616

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-methyl-5-sulfanyl-2,3-dihydro-1H-indol-2-oneHCID 22413749—
Reactant(2S,4R)-4-(2-chlorothiazol-5-yl)-4-hydroxy-2-methyltetrahydropyranHCID 54155591—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(2S,4R)-4-hydroxy-2-methyl-4-[2-(1-methyl-2-oxoindolin-5-ylthio)thiazol-5-yl]tetrahydropyranHCID 5384949727%

Reaction Steps

Using an analogous procedure to that described in Example 26 except that NMP was used in place of DMF as reaction solvent, 5-mercapto-1-methylindolin-2-one was reacted with (2S,4R)-4-(2-chlorothiazol-5-yl)-4-hydroxy-2-methyltetrahydropyran to give (2S,4R)-4-hydroxy-2-methyl-4-[2-(1-methyl-2-oxoindolin-5-ylthio)thiazol-5-yl]tetrahydropyran in 27% yield, m.p. 140° C.;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05478842
Source datasetuspto-grants-1995_12
ORD IDord-958c69bfbf1347e0b7eeddd4d6fa1310
Source noteuspto-grants-1995_12