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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 600808Erstellt: 24. Oktober 2026

2-azido-1-(4-methylphenyl)ethanone → [8-(5-p-Methylphenyloxazol-2-ylamino)-1,2,3,4-tetrahydronaphthalen-2-yl]carbamic acid tert-butyl ester

https://huagongshe.com/de/reaction/600808

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-azido-1-(4-methylphenyl)ethanoneHCID 11008439—
EduktHCID 53416493HCID 53416493—
Edukt2-Ethoxy-8-isothiocyanato-1,4-dihydronaphthaleneHCID 86609612—
EduktHCID 86609614HCID 86609614—
Produkt[8-(5-p-Methylphenyloxazol-2-ylamino)-1,2,3,4-tetrahydronaphthalen-2-yl]carbamic acid tert-butyl esterHCID 6722928683%

Reaktionsschritte

The title compound was prepared using the procedure as described in Example 1H, substituting the product of Example 20F (188 mg, 0.618 mmol) for the product of Example 1F and the product of Example 9A (130 mg, 0.741 mmol) for the product of Example 1G. The crude product was purified by flash chromatography eluting with 2% to 5% CH3OH/CH2Cl2 followed by 60% EtOAc/hexanes which gave 215 mg (83%) of the title compound as a yellow amorphous solid. 1H NMR (DMSO-d6) δ 9.06 (br s, 1H), 7.60 (d, J=7.8 Hz, 1H), 7.45 (d, J=8.1 Hz, 2H), 7.29 (s, 1H), 7.23 (d, J=8.1 Hz, 2H), 7.10 (t, J=7.8 Hz, 1H), 6.98 (br d, 1H), 6.84 (d, J=7.5 Hz, 1H), 3.65 (m, 1H), 3.02 (m, 1H), 2.83 (m, 2H), 2.42 (m, 1H), 2.31 (s, 3H), 1.87 (m, 1H), 1.58 (m, 1H), 1.39 (s, 9H); MS (ESI+) m/z 420 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07902236B2
Quelldatensatzuspto-grants-2011_03
ORD IDord-f5c45e1305cd48baa4f5f170cd6b7dc1
Quellennotizuspto-grants-2011_03