3-BROMO-5-(METHYLTHIO)PYRIDINE synthesis
- Product Name:3-BROMO-5-(METHYLTHIO)PYRIDINE
- CAS Number:142137-18-6
- Molecular formula:C6H6BrNS
- Molecular Weight:204.09
625-92-3
499 suppliers
$6.00/10g
5188-07-8
298 suppliers
$13.00/5g
142137-18-6
52 suppliers
$70.00/500mg
Yield: 93%
Reaction Conditions:
Stage #1:3,5-dibromopyridine;sodium thiomethoxide in N,N-dimethyl-formamide at 0 - 20;Inert atmosphere;
Stage #2: with water;ammonium chloride in N,N-dimethyl-formamide
Steps:
103.1
Step 1) Formation of 3-bromo-5-(methylthio)pyridineTo a solution of 3,5-dibromopyridine (5 g, 21.1 mmol) in dry DMF (50 ml.) was added in portions sodium thiomethoxide (1.63 g, 23.0 mmol) at 00C under nitrogen and stirred at RT for 14 h. The mixture was quenched with sat. aq. ammonium chloride solution and extracted with EtOAc. The organic layer was washed with water, dried over Na2SC>;4 and concentrated under vacuum to afford the title compound (4 g, 93%) as a yellow liquid. LC/MS, M+(ESI): 205.8. HPLC, Rt: 3.04 min (purity: 99.0%). 1H NMR (CDCI3, 400 MHz) δ 8.43-8.40 (m, 2H), 7.68 (s, 1 H), 2.52 (s, 3H).
References:
MERCK SERONO S.A.;SWINNEN, Dominique;JORAND-LEBRUN, Catherine;GRIPPI-VALLOTTON, Tania;GERBER, Patrick;GONZALEZ, Jerome;SHAW, Jeffrey;JEYAPRAKASHNARAYANAN, Seenisamy WO2010/100144, 2010, A1 Location in patent:Page/Page column 158
233770-01-9
193 suppliers
$8.00/250mg
5188-07-8
298 suppliers
$13.00/5g
142137-18-6
52 suppliers
$70.00/500mg
625-92-3
499 suppliers
$6.00/10g
624-92-0
352 suppliers
$20.62/5 mL
142137-18-6
52 suppliers
$70.00/500mg