8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one synthesis
- Product Name:8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one
- CAS Number:31251-41-9
- Molecular formula:C14H10ClNO
- Molecular Weight:243.69
![3-[2-(3-Chlorophenyl)ethyl]-2-pyridinecarbonitrile](/CAS/GIF/31255-57-9.gif)
31255-57-9
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31251-41-9
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Yield:31251-41-9 94%
Reaction Conditions:
Stage #1:3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile with trifluorormethanesulfonic acid at 60; for 1 h;
Stage #2: with hydrogenchloride in water at 20; for 1 h;Heating / reflux;
Steps:
3.D
The title compound of Step C (10 g) above was dissolved in trifluorosulfonic acid (80 ml) and stirred at 600C for 1 h. At rt 6 N aqueous HCl (80 ml) was dropwise added. The reaction was refluxed for 1 h and subsequently, poured on ice. After neutralization with 50% aqueous NaOH the precipitate was separated, washed with water and recrystallized from isopropanol/water (3.1) affording the title compound. The mother liquor was concentrated and the residue washed with water and chloroform to afford additional title compound (9.4 g; 94 %).1HNMR δ (MeOD-Ci4) 3.3-3,4 (m, 2H), 3.4-3.5 (m, 2H)5 7.5 (m, 2H), 8.1-8.2 (m, 2H), 8.7 (d, IH), 8.9 (d, IH)
References:
ALANTOS PHARMACEUTICALS, INC. WO2006/116157, 2006, A2 Location in patent:Page/Page column 56-57
![2-Pyridinecarboxylic acid, 3-[2-(3-chlorophenyl)ethyl]-, hydrochloride (1:1)](/CAS/20210111/GIF/255861-49-5.gif)
255861-49-5
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31251-41-9
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![N-phenyl-3-[2-(3-chlorophenyl)ethyl]-2-pyridine carboxamide](/CAS/20200331/GIF/271252-79-0.gif)
271252-79-0
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7440-44-0
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31251-41-9
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$128.00/5g
15396-37-9
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31251-41-9
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82386-90-1
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31251-41-9
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$128.00/5g