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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748843Generated: October 30, 2026

Water → HCID 23114635, compound

https://huagongshe.com/reaction/748843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphenylphosphineHCID 11776—
ReactantSodium AzideHCID 33557—
Reactant2-[(4-Chlorophenylsulfonyl)-(2,5-difluorophenyl)methyl]-5-(hydroxymethyl)pyridineHCID 23028588—
SolventCarbon TetrachlorideHCID 5943—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 23114635HCID 2311463549%

Reaction Conditions

Temperature90 °C

Reaction Steps

In a mixture of carbon tetrachloride (4 ml) and N,N-dimethylformamide (16 ml) was dissolved the 2-[(4-chlorophenylsulfonyl) (2,5-difluorophenyl)methyl]-5-(hydroxymethyl)pyridine (471 mg, 1.15 mmol) obtained in Example 331. Sodium azide (112 mg, 1.72 mmol) and triphenylphosphine (451 mg, 1.72 mmol) were added and the mixture was stirred at 90° C. for 3 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was then washed successively with water and brine, dried over sodium sulfate and concentrated under reduced pressure. The residue thus obtained was subjected to chromatography on a silica gel column. A fraction obtained from the elution portion with hexane:ethyl acetate=3:1 was concentrated under reduced pressure, whereby the title compound (244 mg, 0.561 mmol, 49%) was obtained as a colorless amorphous substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399775B2
Source datasetuspto-grants-2008_07
ORD IDord-6836e3ba3df342e8bea4f002f9d7ddd4
Source noteuspto-grants-2008_07