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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1895980Generated: October 31, 2026

Butylamine → HCID 86627340, compound

https://huagongshe.com/reaction/1895980

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButylamineHCID 8007—
Reactant1-HexyneHCID 12732—
Reactanttert-Butyl 4-(bromomethylidene)piperidine-1-carboxylateHCID 45489892—
CatalystCopper iodideHCID 83717—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
ProductHCID 86627340HCID 8662734077.7%

Reaction Steps

A mixture of palladium tetrakis(triphenylphosphine) (21 mg, 0.018 mmol), butylamine (2.5 mL) and Compound 49a (200 mg, 0.724 mmol) were stirred at room temperature for 45 minutes. Copper iodide (10.3 mg, 0.05 mmol) was then added, followed by hex-1-yne (41.6 μL, 0.362 mmol). The solution was heated for 3-5 hours at 70° C. till change in colour to depth blue. The reaction was quenched with ammonium chloride, extracted with diethyl ether, washed with brine, dried over magnesium sulphate, filtered, concentrated to dryness and purified by preparative HPLC-MS e affording the title product (78 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518916B2
Source datasetuspto-grants-2013_08
ORD IDord-02db806b209e4512a310c3b5f4ceddec
Source noteuspto-grants-2013_08