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Chemical Structure| 900512-42-7 Chemical Structure| 900512-42-7

Structure of 900512-42-7

Chemical Structure| 900512-42-7

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Product Details of [ 900512-42-7 ]

CAS No. :900512-42-7
Formula : C10H13Cl2NO
M.W : 234.12
SMILES Code : ClC1=CC=CC=C1O[C@@H]2CNCC2.[H]Cl

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Application In Synthesis of [ 900512-42-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 900512-42-7 ]

[ 900512-42-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 900512-42-7 ]
  • [ 20605-41-8 ]
  • 5-[3-[(3S)-3-(2-Chlorophenoxy)pyrrolidin-1-yl]-5-(methoxymethyl)-4H-1,2,4-triazol-4-yl]-2-methoxypyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
25% EXAMPLE 160 5-[3-[(3S)-3-(2-Chlorophenoxy)pyrrolidin-1-yl]-5-(methoxymethyl)-4H-1,2,4-triazol-4-yl]-2-methoxypyridine 5-Isothiocyanato-2-methoxypyridine [(306 mg, 1.84 mmol), J. Org. Chem. (1980), 45, 4219] was added to a solution of the product of preparation 91 [(387 mg, 1.95 mmol) and N,N-diisopropylethylamine (0.32 mL, 1.84 mmol) in dichloromethane (5 mL) and the mixture was stirred for 1 hour at room temperature. The reaction mixture was then washed with water (5 mL), saturated citric acid solution (5 mL) and brine. The organic solution was dried over magnesium sulfate and concentrated in vacuo. Potassium tert-butoxide (217 mg, 1.93 mmol) was added to a solution of the residue in tetrahydrofuran (6 mL) and the reaction was stirred at room temperature for 15 minutes. Methyl p-toluenesulfonate (360 mg, 1.93 mmol) was then added and the mixture was stirred for 45 minutes at room temperature. The reaction mixture was concentrated in vacuo and re-dissolved in dichloromethane. The organic solution was washed with sodium hydrogen carbonate solution, dried over magnesium sulfate and concentrated in vacuo. The residue was re-dissolved in tetrahydrofuran (10 mL), trifluoroacetic acid (67 muL) and 2-methoxyacetylhydrazide (183 mg, 1.76 mmol) were added and the mixture was heated under reflux for 2 hours. The reaction mixture was then concentrated in vacuo and partitioned between ethyl acetate and water. The organic solution was separated, washed with sodium hydrogen carbonate solution and brine, dried over magnesium sulfate and concentrated in vacuo. Purification of the residue by column chromatography on silica gel, eluding with dichloromethane:methanol, 100:0 to 95:5, afforded the title compound in 25% yield, 191 mg. 1H NMR(400 MHz, CDCl3) delta: 2.00-2.10(m, 2H), 3.20-3.60(m, 7H), 3.98(s, 3H), 4.25(s, 2H), 4.85-4.90(m, 1H), 6.78-6.90(m, 3H), 7.10-7.18(m, 1H), 7.30-7.35(d, 1H), 7.55-7.60(d, 1H), 8.20(s, 1H); APCI m/z 416 [M+H]+
 

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