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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1452607Generated: October 29, 2026

Methanol → (5R)-3-[4-(1-Benzyl-1,2,3,6-tetrahydropyridin-4-yl)-3-fluorophenyl]-5-[(4-methyl-1,2,3-triazol-1-yl)methyl]oxazolidin-2-one

https://huagongshe.com/reaction/1452607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDiisopropylethylamineHCID 81531—
Reactant(5S)-5-(Aminomethyl)-3-[4-(1-Benzyl-1,2,3,6-tetrahydropyridin-4-yl)-3-fluorophenyl]oxazolidin-2-oneHCID 11574477—
Reactant1,1-Dichloroacetone toluenesulfonylhydrazoneHCID 86598067—
SolventEthyl AcetateHCID 8857—
Product(5R)-3-[4-(1-Benzyl-1,2,3,6-tetrahydropyridin-4-yl)-3-fluorophenyl]-5-[(4-methyl-1,2,3-triazol-1-yl)methyl]oxazolidin-2-oneHCID 1036634334%

Reaction Steps

(5S)-5-(Aminomethyl)-3-[4-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)-3-flurophenyl]-oxazolidin-2-one (Intermediate 57) (13 g, 34 mmol) was reacted with diisopropylethylamine (23 ml, 136 mmol) and 1,1-dichloroacetone toluenesulfonylhydrazone (15.1 g, 51 mmol) as described for Example 3. Chromatography on silica gel with 0-5% methanol in ethyl acetate gave 5.17 g of the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473699B2
Source datasetuspto-grants-2009_01
ORD IDord-30635bce6e0e4e96810d408b05b3f556
Source noteuspto-grants-2009_01