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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 277793Generated: October 31, 2026

Sodium Azide → HCID 54198623, compound

https://huagongshe.com/reaction/277793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
ReactantHCID 54118607HCID 54118607—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 54198623HCID 54198623—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of (R)-(−)-4-[4-[5-[[(methylsulfonyl)oxy]methyl]-2-oxo-3-oxazolidinyl]-2-fluorophenyl]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester (EXAMPLE 20, Step 6, 13.83 g) and sodium azide (7.62 g) in dry dimethylformamide (117 mL) under N2 is stirred at 60° C. for five hours and at ambient temperature for 16 hours. The mixture is then diluted with ethyl acetate (200 mL), washed with water (8×100 mL) and saline (100 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound, mp 109-110° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06358942B1
Source datasetuspto-grants-2002_03
ORD IDord-c7dba01cc35642cabe624809a30f53e6
Source noteuspto-grants-2002_03