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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1452596Generated: October 31, 2026

Methanol → (5R)-3-[3-Fluoro-4-(4-methyl-1H-1,2,3-triazol-1-yl)phenyl]-5-[(5-methyl-2H-tetrazol-2-yl)methyl]oxazolidin-2-one

https://huagongshe.com/reaction/1452596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant5-methyl-2H-tetrazoleHCID 138107—
Reactant(5R)-3-[3-Fluoro-4-(4-methyl-1,2,3-triazol-1-yl)phenyl]-5-(hydroxymethyl)oxazolidin-2-oneHCID 57526994—
SolventDichloromethaneHCID 6344—
Product(5R)-3-[3-Fluoro-4-(4-methyl-1H-1,2,3-triazol-1-yl)phenyl]-5-[(5-methyl-2H-tetrazol-2-yl)methyl]oxazolidin-2-oneHCID 1008975044.1%

Reaction Steps

This compound was prepared from (5R)-3-[3-Fluoro-4-(4-methyl-1H-1,2,3-triazol-1-yl)phenyl]-5-(hydroxymethyl)oxazolidin-2-one (Intermediate 19) (1.054 g, 3.61 mmol) and 5-methyl-2H-tetrazole (0.608 g, 7.23 mmol), as described for Example 29. Chromatography on silica gel with 5% methanol in dichloromethane gave the crude product (0.72 g) which was purified further by trituration with dichloromethane and diethyl ether to afford the title product (0.571 g). The regioisomeric product (5R)-3-[3-fluoro-4-(4-methyl-1H-1,2,3-triazol-1-yl)phenyl]-5-[(5-methyl-1H-tetrazol-1-yl)methyl]-1,3-oxazolidin-2-one was also isolated (0.228 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473699B2
Source datasetuspto-grants-2009_01
ORD IDord-7780d2add0bb48e793e385b93583c101
Source noteuspto-grants-2009_01