Tacedinaline synthesis
- Product Name:Tacedinaline
- CAS Number:112522-64-2
- Molecular formula:C15H15N3O2
- Molecular Weight:269.3
![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
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Yield: 92%
Reaction Conditions:
with sodium hydrogencarbonate in ethanol;water; pH=8 for 1.5 h;
Steps:
15
The dried solid of 4-acetamido-N-(2-aminophenyl)benzamide trifluoroacetate salt was suspended in a solution of 1 : 1 EtOH:H20 (320mL). Saturated NaHC03 solution (lOOmL) was added slowly to adjust the pH to 8. The resultant slurry was stirred for 1.5 hours. The precipitates were filtered and washed with water (2 X 60mL). After drying at 40°C in vacuo for 16h, 4-acetamido-N-(2-aminophenyl)benzamide (21.3g, 92% yield, 97.0% HPLC purity) was isolated as crystalline Form B (white solid).1HNMR (400 Hz, d6-DMSO) δ: 10.22 (s, 1H), 9.58 (s, 1H), 7.94 (d, J= 8.8 Hz, 2H), 7.70 (d, J = 8.8 Hz, 2H), 7.16 (dd, J = 1.2 Hz, 8.0 Hz, 1H), 6.97 (app dt, J= 1.6 Hz, 8.4 Hz, 1H), 6.79 (dd, J = 1.2 Hz, 8.0 Hz, 1H), 6.6 ( app dt, J= 1.6 Hz, 8.4 Hz, 2H), 4.90 (s, 2H), 2.10 (s, 3H).
References:
THE BROAD INSTITUTE, INC.;HOLSON, Edward;WAGNER, Florence;STAHLY, G., Patrick WO2012/3413, 2012, A1 Location in patent:Page/Page column 52-53
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112522-64-2
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556-08-1
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112522-64-2
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95-54-5
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112522-64-2
204 suppliers
$17.00/10mg