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ChemicalBook CAS DataBase List 5-broMo-2-(isopropylthio)pyridine

5-broMo-2-(isopropylthio)pyridine synthesis

4synthesis methods
-

Yield:98626-93-8 96%

Reaction Conditions:

in N,N-dimethyl-formamide at 20; for 1 h;

Steps:

50.a

Example 50 fa) 5-Bromo-2-isopropylsulfanyl-pyridine; 5-Bromo-2-chloro-pyridine (516.0 mg, 2.681 mmol) was dissolved in DMF (10 mL) and sodium 2-propanethiolate (1.5 g, 15.28 mmol) was added at room temperature. The reaction mixture was stirred at room temperature for 1 hour where after analysis by GC- MS showed only little starting material left. Water (10 mL) was added followed by extraction with CH2Cl2 (3 x 20 mL). The combined organic phases were dried (MgSO4), filtered and concentrated to afford the title compound (600 mg, 96%). 1H NMR (400 MHz, CDCl3) δ ppm 1.38 (d, J=6.82 Hz, 6 H) 3.87 - 4.02 (m, 1 H) 7.04 (d, J=8.59 Hz, 1 H) 7.56 (dd, J=8.59, 2.53 Hz5 1 H) 8.47 (d, J=I .77 Hz, 1 H); MS (ESI) m/z 233 (M + 1).

References:

WO2008/2244,2008,A2 Location in patent:Page/Page column 67-68