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HRID 453932Erstellt: 25. Oktober 2026

Triethylamine → (2E)-2-(6-Chloro-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-4-ylidene)-N-[2-(cyclopentyloxy)phenyl]acetamide

https://huagongshe.com/reaction/453932

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt2-(Cyclopentyloxy)anilineHCID 6485398—
EduktEthyl (2E)-(6-chlorospiro[chromene-2,1'-cyclobutan]-4(3H)-ylidene)acetateHCID 86652760—
LösungsmittelDichloromethaneHCID 6344—
Produkt(2E)-2-(6-Chloro-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-4-ylidene)-N-[2-(cyclopentyloxy)phenyl]acetamideHCID 58237898—

Reaktionsschritte

The title compound was prepared by the coupling ethyl (2E)-(6-chlorospiro[chromene-2,1′-cyclobutan]-4(3H)-ylidene)acetate (Step 2 of Intermediate 1) with 2-(cyclopentyloxy)aniline (120 mg, 0.681 mmol) (150 mg, 0.565 mmol) in presence of EDCI.HCl (163 mg, 0.851 mmol), HOBt (130 mg, 0.851 mmol) and triethylamine (157 μl, 1.134 mmol) in dichloromethane (5 ml) as described in Method A to give 95 mg of the product as a white solid; 1H NMR (300 MHz, CDCl3) δ 1.53-1.65 (m, 8H), 1.74-1.90 (m, 4H), 2.22-2.30 (m, 2H), 2.47-2.57 (m, 2H), 3.50 (s, 2H), 4.67 (br s, 1H), 6.75 (d, J=8.1 Hz, 2H), 6.85-6.96 (m, 2H), 7.04-7.10 (m, 2H), 8.32 (d, J=7.8 Hz, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08492568B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-64794c33638a4227b6dc18afbc65b0bd
Quellennotizuspto-grants-2013_07