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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477863Generated: November 2, 2026

Diethyl (cyanomethyl)phosphonate → (E)-N-(1-(3-(4-chlorophenyl)-1-cyanopent-1-en-3-yl)-1H-indazol-4-yl)-N-((2-(trimethylsilyl)ethoxy)methyl)methanesulfonamide

https://huagongshe.com/reaction/1477863

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl (cyanomethyl)phosphonateHCID 75676—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantLithium ChlorideHCID 433294—
ReactantN-(1-(2-(4-chlorophenyl)-1-oxobutan-2-yl)-1H-indazol-4-yl)-N-((2-(trimethylsilyl) ethoxy)methyl)methanesulfonamideHCID 86705041—
SolventAcetonitrileHCID 6342—
Product(E)-N-(1-(3-(4-chlorophenyl)-1-cyanopent-1-en-3-yl)-1H-indazol-4-yl)-N-((2-(trimethylsilyl)ethoxy)methyl)methanesulfonamideHCID 86705042—

Reaction Steps

To a mixture of diethyl cyanomethylphosphonate (20 mg, 0.12 mmol), LiCl (5 mg, 0.12 mmol) and DBU (18 mg, 0.12 mmol) in MeCN (2 mL) was added a solution of N-(1-(2-(4-chlorophenyl)-1-oxobutan-2-yl)-1H-indazol-4-yl)-N-((2-(trimethylsilyl)ethoxy)methyl)methane sulfonamide (50 mg, 0.10 mmol) in MeCN (1 mL). The mixture was stirred at room temperature for 2 h and evaporated. The residue was purified by silica gel chromatography (PE/EA=6/1) to afford the title compound as a white solid. LC/MS m/z=545.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403807B2
Source datasetuspto-grants-2016_08
ORD IDord-1e3ed15d5b074b088c58da03e9a87297
Source noteuspto-grants-2016_08