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ChemicalBook CAS DataBase List 5-broMo-2-chloro-N-cyclopentylpyriMidin-4-aMine
733039-20-8

5-broMo-2-chloro-N-cyclopentylpyriMidin-4-aMine synthesis

3synthesis methods
36082-50-5 Synthesis
5-Bromo-2,4-dichloropyrimidine

36082-50-5
486 suppliers
$5.00/1g

1003-03-8 Synthesis
Cyclopentylamine

1003-03-8
217 suppliers
$10.00/1g

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Yield:733039-20-8 100%

Reaction Conditions:

in 1,4-dioxane at 20; for 6 h;

Steps:

1

To a solution of 5-bromo-2,4- dichloropyrimidine (45.6 g, 200 mmol) in dioxane (400 mL) was added N-cyclopentylamine (20.4 g, 240 mmol) at room temperature. The mixture thus obtained was stirred at room temperature for 6 h. The reaction mixture was then diluted with ethyl acetate and washed with brine and dried over MgSO4. The solvent was evaporated to give the title compound as a light yellow solid (56 g, 100%) which was used in next step without further purification. 1H νMR (500 MHz, DMSO-d6) δ 8.23 (IH, s), 7.37 (IH, d, J=7.3 Hz), 4.31 (IH, m), 1.92 (2H, m), 1.71 (2H, m), 1.53-1.59 (4H, m) ppm; LCMS-ESI (POS), M/Z, M+l: Found 276.0, Calculated 275.9.

References:

WO2009/85185,2009,A1 Location in patent:Page/Page column 35

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