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[ CAS No. 114798-26-4 ]

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Chemical Structure| 114798-26-4
Chemical Structure| 114798-26-4
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Product Details of [ 114798-26-4 ]

CAS No. :114798-26-4 MDL No. :MFCD00865831
Formula : C22H23ClN6O Boiling Point : 682°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :422.91 g/mol Pubchem ID :3961
Synonyms :

1. Losartan

Safety of [ 114798-26-4 ]

Signal Word:Danger Class:4.1
Precautionary Statements:P210-P501-P261-P272-P202-P201-P280-P302+P352-P308+P313-P362+P364-P333+P313-P405 UN#:1325
Hazard Statements:H317-H361-H228 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 114798-26-4 ]

  • Upstream synthesis route of [ 114798-26-4 ]
  • Downstream synthetic route of [ 114798-26-4 ]

[ 114798-26-4 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 114798-26-4 ]
  • [ 124750-99-8 ]
YieldReaction ConditionsOperation in experiment
90% With potassium hydroxide In methanol; isopropyl alcohol at 20℃; for 0.5 h; 85 g of losartan was suspended in isopropanol (250 ml), and a solution prepared by dissolving 12.1 g of potassium hydroxide in methanol (85 ml) was slowly added thereto, followed by stirring for 30 minutes at room temperature. The resulting solution was filtered to remove insoluble materials and the filtrate was refluxed while adding cyclohexane (1,000 ml) thereto. Then, the resulting mixture was distilled to remove 340 ml of solvent and the residue containing solids was slowly cooled to room temperature. After stirring for 4 hours, the solid material was filtered, washed with a mixture of isopropanol and cyclohexane, and dried at 45 °C, to obtain 87.3 g of the title <n="9"/>compound (yield: 90 percent).[68][69] Melting point: 269°C to 274°C[70] 1H-NMR (DMSO-d6, ppm): 7.65 (IH, m), 7.4 (2H, m), 7.3 (IH, m), 7.15 (2H, d),6.95 (2H, d), 5.45 (IH, br), 5.3 (2H, s), 4.4 (2H, s), 2.54 (2H, m), 1.55 (2H, m), 1.31 (2H, m), 0.9 (3H, t).
33% With potassium hydroxide In methanol for 4 h; Heating / reflux A mixture of 2-n-butyl-4-chloro-1-[2'-(1H-tetrazol-5-yl)-1,1'-biphenyl-4-yl]methyl}-1H-imidazole-5-methanol (1 g) in dry methanol (8.75 mL) was warmed to reflux temperature. Then, potassium hydroxide (99 mg) in dry methanol (1.7 ml) was added and the mixture was refluxed for 4 h. The reaction was cooled to room temperature, treated with charcoal and filtered. The filtrate was concentrated to a volume of 1.5-1.75 mL, and after addition of acetonitrile (4.2 mL) again to a volume of 1.5-1.75 mL. Further acetonitrile (4.2 mL) was added and the solution was concentrated to a volume of 3 mL. The suspension was stirred at 0-5°C overnight and the solid was filtered, washed with cold acetonitrile (3 x 1.5 mL) and dried at 60°C overnight to give 231 mg (33percent) of the title compound. 1H NMR (400 MHz, DMSO-d6) δ 0.79 (t, J = 7.4 Hz, 3 H, CH3), 1.24 (m, 2 H, CH3-CH2-CH2-), 1.46 (qn, J = 7.6 Hz, CH2-CH2-CH2-), 2.48 (bs, 2 H, CH2-CH2-C-), 4.29 (s, 2 H, CH2-OH), 5.19 (s, 2 H, CH2-N), 5.30 (bs, 1 H, OH), 6.88 (d, J = 8 Hz, 2 H, H-Ar), 7.07 (d, J = 8 Hz, 2 H, H-Ar), 7.40 (d, J = 7.6 Hz, 1 H, H-Ar), 7.49 (td, J = 7.6 and 1.1 Hz, 1 H, H-Ar), 7.57 (td, J = 7.5 and 1.1 Hz, 1 H, H-Ar), 7.85 (d, J = 7.6 Hz, 1 H, H-Ar) ppm. 13C-NMR (100 MHz, DMSO-d6) δ 14.3 (CH3), 22.3, 26.5 and 29.8 (CH2), 47.2 (CH2-N), 52 (CH2-OH), 125.9, 127.4, 127.9, 130.1, 130.7 and 131.2 (CH-Ar), 125.9, 126.3, 133.3, 135.3, 140.5, 141.8, 148 and 161.4 (C-ipso-Ar) ppm. IR (υ): 3734 (OH), 1259 (C-O) cm-1.
Reference: [1] Patent: WO2007/133040, 2007, A1, . Location in patent: Page/Page column 7; 8
[2] Patent: EP1833801, 2008, B1, . Location in patent: Page/Page column 15
[3] Patent: WO2010/46804, 2010, A2, . Location in patent: Page/Page column 6
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[ 114798-26-4 ]

Chemical Structure| 124750-99-8

A561984[ 124750-99-8 ]

(1-((2'-(2H-Tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-2-butyl-4-chloro-1H-imidazol-5-yl)methanol, potassium salt

Reason: Free-salt