4-(Pyridin-2-ylsulfanylmethyl)-piperidine-1-carboxylic acid tert-butyl ester synthesis
- Product Name:4-(Pyridin-2-ylsulfanylmethyl)-piperidine-1-carboxylic acid tert-butyl ester
- CAS Number:745066-46-0
- Molecular formula:C16H24N2O2S
- Molecular Weight:308.44
2637-34-5
308 suppliers
$6.00/5g
123855-51-6
414 suppliers
$6.00/5g
745066-46-0
8 suppliers
$355.00/250mg
Yield:745066-46-0 58%
Reaction Conditions:
with triphenylphosphine;diethylazodicarboxylate in benzene at 20; for 2 h;
Steps:
47 Preparation 47 : TEFF-butyl 4-[(2-pyridinylsulfanyl) methyl]-1- piperidinecarboxylate
Preparation 47 : TEFF-butyl 4-[(2-pyridinylsulfanyl) methyl]-1- piperidinecarboxylate To a stirred solution of TEST-butyl 4-(hydroxymethyl)-1-piperidinecarboxylate (Preparation 48,1. 0 g, 5 MMOL) in benzene (40 ml) under nitrogen was added triphenyl phosphine (1.44 g, 5.5 MMOL). Diethyl Azodicarboxylate (0.86 ML, 5.5 MMOL) in benzene (4 ML) was added dropwise and the reaction mixture was stirred for 5 min. 2-mercapto pyridine (0.61 g, 5.5 MMOL) was added and the reaction mixture was stirred at room temperature for 2 h. The reaction mixture was washed with sodium hydroxide (1M), water, and saturated brine. The organic extracts were dried (NA2SO4) and concentrated to an oil which was purified by flash chromatography on silica gel eluting with dichloromethane : ethyl acetate (9: 1). The title compound was obtained as an oil (0.7 g, 58%).
References:
WO2004/72086,2004,A2 Location in patent:Page 168