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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 70248Erstellt: 24. Oktober 2026

Methanol → HCID 178502068, Verbindung

https://huagongshe.com/de/reaction/70248

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktAzidotrimethylsilaneHCID 78378—
Eduktmethyl N-[(2-chloro-5-ethynylphenyl)methyl]carbamateHCID 86641518—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDimethylformamideHCID 6228—
ProduktHCID 178502068HCID 178502068—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a solution of methyl N-[(2-chloro-5-ethynylphenyl)methyl]carbamate (i.e. the product of Step D) (0.43 g, 1.92 mmol) in N,N-dimethylformamide (3.9 mL) and methanol (0.4 mL) was added trimethylsilyl azide (0.38 mL, 2.89 mmol) and copper(I) iodide (0.019 g, 0.1 mmol). The reaction mixture was heated in a CEM Discover microwave apparatus at 100° C. for 8 h and then allowed to cool to room temperature. The reaction mixture was partitioned between ethyl acetate and aqueous sodium chloride, the layers were separated and the aqueous layer was extracted with ethyl acetate (2×). The combined organic layers were washed with water (3×), dried over magnesium sulfate, filtered and concentrated under reduced pressure to provide the title compound, a compound of the present invention, as a brown solid (0.30 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822521B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-35a6f0c7e97740369673e373933633cd
Quellennotizuspto-grants-2014_09