Debio-1347 synthesis
- Product Name:Debio-1347
- CAS Number:1265229-25-1
- Molecular formula:C20H16N6O
- Molecular Weight:356.38
An aqueous solution (1.67 ml) of 4 M sodium hydroxide was added to an ethanol solution (17 ml) of [5-amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-(1-benzenesulfonyl-1H-indol-2-yl) methanone (87 mg). The resulting mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into water. The resulting solid was collected by filtration, washed with water, and dried to give Debio-1347 (40 mg, 63%).
1000210-73-0
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1265229-25-1
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Yield: 63%
Reaction Conditions:
with water;sodium hydroxide in ethanol at 20; for 2 h;
Steps:
1
[Example 1: Synthesis of [5-amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-(1H-indol-2-yl)-methanone] An aqueous solution (1.67 ml) of 4 M sodium hydroxide was added to an ethanol solution (17 ml) of [5-amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-(1-benzenesulfonyl-1H-indol-2-yl) methanone (87 mg). The resulting mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into water. The resulting solid was collected by filtration, washed with water, and dried to give [5-amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-(1H-indol-2-yl) methanone (40 mg, 63%). 1H-NMR (DMSO-D6) δ: 12.47 (1H, s), 11.70 (1H, s), 8.32 (1H, s), 7.70 (1H, d, J = 8.0 Hz), 7.66-7.55 (2H, m), 7.50-7.45 (2H, m), 7.31-7.23 (2H, m), 7.10-7.06 (1H, m), 7.01 (2H, brs), 2.53 (3H, s) ESI (LC-MS positive mode) m/z 357 [(M+H)+]
References:
Chugai Seiyaku Kabushiki Kaisha;F.Hoffmann-La Roche AG EP2471786, 2012, A1 Location in patent:Page/Page column 56
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1265229-25-1
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