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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45531Generated: October 30, 2026

HCID 59331975, compound → {2-(4-Chloro-phenyl)-2-[6-(3-methyl-1-trityl-1H-pyrazol-4-yl)-pyridin-3-yl]-vinyl}-methyl-(1-phenyl-ethyl)-amine

https://huagongshe.com/reaction/45531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 59331975HCID 59331975—
ReactantButyllithiumHCID 178418339—
ReactantHCID 178461684HCID 178461684—
SolventTetrahydrofuranHCID 8028—
Product{2-(4-Chloro-phenyl)-2-[6-(3-methyl-1-trityl-1H-pyrazol-4-yl)-pyridin-3-yl]-vinyl}-methyl-(1-phenyl-ethyl)-amineHCID 76753191—

Reaction Conditions

Temperature-15 °C

Reaction Steps

n-Butyllithium (0.47 ml, 0.76 mmol, 1.6M in Hexanes) was added dropwise to a solution of (R)(Diphenyl-phosphinoylmethyl)-methyl-(1-phenyl-ethyl)-amine* (0.18 g, 0.51 mmol) in dry tetrahydrofuran (9 ml) at −15° C. After 15 minutes a solution of (4-Chloro-phenyl)-[6-(3-methyl-1-trityl-1H-pyrazol-4-yl)-pyridin-3-yl]-methanone (0.14 g, 0.25 mmol) in tetrahydrofuran (0.9 ml) was added and the reaction mixture was stirred for a further 30 minutes at −15° C. before warming to room temperature over 1 hour. The reaction mixture was quenched with water, extracted with diethyl ether, organic extracts were combined, dried (MgSO4) and concentrated to afford the title compound, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541461B2
Source datasetuspto-grants-2013_09
ORD IDord-1401f71a1cf34abdb7b46f1046ccce95
Source noteuspto-grants-2013_09