Reaktion #1706592

Reaktionsgleichung

3-(phenylethynyl)-7,8,9,10-tetrahydroazepino[2,1-b]-quinazolin-12(6H)-one

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desired product

Ausbeute 39.3%

3-phenethyl-7,8,9,10-tetrahydroazepino[2,1-b]quinazolin-12(6H)-one

Ausbeute 39.3%

Lösungsmittel

CHCl3

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction mixture was filtered
2. 2
   Waschenthe filter cake was washed with water
3. 3
   ExtraktionThe combined filtrate was extracted with ethyl acetate (3×20 mL)
4. 4
   Trocknendried over Na2SO4
5. 5
   FiltrationAfter filtration and concentration
6. 6
   Sonstigethe residue was purified by preparative HPLC

Vorschrift

A solution of 3-(phenylethynyl)-7,8,9,10-tetrahydroazepino[2,1-b]-quinazolin-12(6H)-one (50 mg, 0.16 mmol) and Pd(OH)2/C in CHCl3 (10 mL) and MeOH (10 mL) was stirred under H2 (1 atm) at room temperature for 8 h. The reaction mixture was filtered and the filter cake was washed with water. The combined filtrate was extracted with ethyl acetate (3×20 mL) and dried over Na2SO4. After filtration and concentration, the residue was purified by preparative HPLC to give 20 mg of the desired product. MS (ESI): 319 (MH+); 1H NMR (300 MHz, CDCl3) δ 7.99-7.97 (d, J=8.10 Hz, 1H), 7.40 (s, 1H), 7.38-7.33 (d, J=8.22 Hz, 1H), 7.29-7.17 (m, 5H), 4.32-4.29 (t, J=4.98 Hz, 2H), 3.06-2.91 (m, 6H), 1.75 (broad, 4H), 1.68 (broad, 2H). mGluR5 PAM EC50: ++.

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