Des[2'-(1H-tetrazol-5-yl)] 2-Cyanolosartan Carboxaldehyde synthesis
- Product Name:Des[2'-(1H-tetrazol-5-yl)] 2-Cyanolosartan Carboxaldehyde
- CAS Number:124750-67-0
- Molecular formula:C22H20ClN3O
- Molecular Weight:377.87
83857-96-9
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Yield:124750-67-0 73.2%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at -10; for 12 h;Inert atmosphere;
Steps:
1 2.1.1 4′-((2-Butyl-4-chloro-5-formyl-1H-imidazol-1-yl)methyl)-[1,1′-biphenyl]-2-carbonitrile (6)
A solution of compound 4 (87.5 mg, 0.47 mmol) and K2CO3 (135 mg, 0.98 mmol) in DMF (10 mL) was treated with compound 5 (200.5 mg, 0.74 mmol), and the mixture was stirred at -10 °C under nitrogen for 12 h.
The resulting mixture was diluted with water and extracted with ethyl acetate (30 mL * 4).
The organic layer was washed with saturated salt water (40 mL * 4) and dried over MgSO4.
After filtration, the solvent was removed under reduced pressure.
The resulting residue was purified by column chromatography to give 6 (163 mg) as a yellow solid. Yield: 73.2%. 1H NMR (400 MHz, CDCl3, ppm) δ: 9.78 (s, 1H), 7.76-7.43 (m, 6H), 7.18 (d, 2H), 5.62 (s, 2H), 2.68 (t, 2H), 1.71 (m, 2H), 1.36 (m, 2H), 0.89 (t, 3H). MS (ESI): [M+H]+ calcd 378.1; found 378.2.
References:
Bao, Xiaolu;Zhu, Weibo;Zhang, Ruijing;Wen, Caihong;Wang, Li;Yan, Yijia;Tang, Hesheng;Chen, Zhilong [Bioorganic and Medicinal Chemistry,2016,vol. 24,# 9,p. 2023 - 2031]
114772-53-1
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