Reaktion #539435

Reaktionsgleichung

Intermediate 2

2,2-Dimethylchroman-4-amine

3,4-dimethoxyphenylacetic acid

EDCI.HCl

HOBt

triethylamine

→

title compound

N-(6-Chloro-3,4-dihydrospiro[chromene-2,1′-cyclobutan]-4-yl)-2-(3,4-dimethoxyphenyl)acetamide

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Vorschrift

The title compound was prepared from Intermediate 2 (200 mg, 0.763 mmol) and 3,4-dimethoxyphenylacetic acid (224 mg, 1.145 mmol) in presence of EDCI.HCl (219 mg, 1.145 mmol), HOBt (175 mg, 1.145 mmol) and triethylamine (425 μl, 3.053 mmol) in dichloromethane (10 ml) as described in Example 1 to give 217 mg of the product as a white solid; IR (KBr) 3232, 2938, 1634, 1478, 1241, 813 cm−1; 1H NMR (300 MHz, CDCl3) δ 1.62-1.70 (m, 2H), 1.87-1.90 (m, 2H), 1.99-2.15 (m, 2H), 2.18-2.37 (m, 2H), 3.60 (q, J=16.2 Hz, 2H), 3.85 (s, 6H), 5.23 (q, J=9.6 Hz, 1H), 5.48 (d, J=9.0 Hz, 1H), 6.68 (d, J=9.0 Hz, 1H), 6.77-6.84 (m, 3H), 6.96 (s, 1H), 7.04 (d, J=8.4 Hz, 1H); ESI-MS (m/z) 401.27 (100%).

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