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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1724183Generated: November 1, 2026

Pyridine → 3-{1-[Bis(4-chlorophenyl)methyl]azetidin-3-ylidene}-3-(3,5-difluorophenyl)propanenitrile

https://huagongshe.com/reaction/1724183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantSodium CyanideHCID 8929—
ReactantMethanesulfonic anhydrideHCID 81560—
Reactant2-{1-[Bis(4-chlorophenyl)methyl]azetidin-3-ylidene}-2-(3,5-difluorophenyl)ethanolHCID 11374234—
SolventAcetonitrileHCID 6342—
Product3-{1-[Bis(4-chlorophenyl)methyl]azetidin-3-ylidene}-3-(3,5-difluorophenyl)propanenitrileHCID 67065921—

Reaction Steps

The reaction mixture of 51 mg (0.114 mmol) of 2-{1-[bis(4-chlorophenyl)methyl]azetidin-3-ylidene}-2-(3,5-difluorophenyl)ethanol, 24 mg (0.137 mmol) of methanesulfonic anhydride, 14 mg (0.285 mmol) of sodium cyanide and 11 uL (0.137 mmol) pyridine in 5 mL of acetonitrile was stirred for 12 h at rt, and then concentrated. The residue was purified by silica gel chromatography with hexanes/ethyl acetate to the title compound; 1NMR(CDCl3) δ 3.29 (s, 2H), 3.96 (s, 2H), 4.01 (s, 2H), 4.54 (s, 1H), 6.69-6.75 (m, 3H), 7.29-6-7.7.38 (m, 8H); Mass Spectrum: m/e=455 (M+1 35Cl, 35Cl) and 457 (M+1 35Cl, 37Cl).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07485732B2
Source datasetuspto-grants-2009_02
ORD IDord-0d6e6028ca7a4170bda862a420a76f89
Source noteuspto-grants-2009_02