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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13660Generated: October 26, 2026

Potassium Phosphate, Tribasic → 3-Methanesulfonyl-2-methyl-4-morpholin-4-yl-6-((1R,2R)-2-phenyl-cyclopropyl)-quinoline

https://huagongshe.com/reaction/13660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTrans-2-phenylcyclopropylboronic acidHCID 11062695—
Reactant6-Bromo-3-methanesulfonyl-2-methyl-4-morpholin-4-yl-quinolineHCID 12001810—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Product3-Methanesulfonyl-2-methyl-4-morpholin-4-yl-6-((1R,2R)-2-phenyl-cyclopropyl)-quinolineHCID 1200180361.3%

Reaction Steps

6-Bromo-3-methanesulfonyl-2-methyl-4-morpholin-4-yl-quinoline (compound of example 6) (300 mg, 0.78 mmol), trans-2-phenylcyclopropylboronic acid (189 mg, 1.17 mmol), potassium phosphate (496 mg, 2.33 mmol) and tetrakis(triphenylphosphine)-palladium (27 mg, 0.023 mmol) were heated at reflux under argon for 8 h. The crude product was purified by chromatography on silica gel in dichloromethane/ethyl acetate 5:1 with a gradient from 100:0 to 80:20. One obtained 202 mg (60%) of white crystals. MS: m/z=423 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728142B2
Source datasetuspto-grants-2010_06
ORD IDord-11d352aca3c44b14a156a9edbe2e1959
Source noteuspto-grants-2010_06