2-bromo-1-(1-Boc-piperidin-4-yl)ethanone synthesis
- Product Name:2-bromo-1-(1-Boc-piperidin-4-yl)ethanone
- CAS Number:301221-79-4
- Molecular formula:C12H20BrNO3
- Molecular Weight:306.2
206989-61-9
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301221-79-4
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$33.00/250mg
Yield:301221-79-4 96%
Reaction Conditions:
Stage #1: 1-(tert-Butoxycarbonyl)piperidin-4-yl methyl ketonewith chloro-trimethyl-silane;lithium hexamethyldisilazane in tetrahydrofuran at -78 - 0;
Stage #2: with bromine in tetrahydrofuran at -78 - 20;
Steps:
INTERMEDIATE B6 tert-Butyl 4-(bromoacetyl)piperidine-l-carboxylate To a cooled (-78 0C) suspension of tert-butyi 4-acetylpiperidine-l-carboxylate (Intermediate B5; 2.87 g, 12.6 mmol) in THF (30 mL) was added 1 M lithium bis(trimethylsilyl)amide in THF (13.3 mL) over 20 min. The mixture was stirred for 1 h before the addition of trimethylsilyl chloride (1.74 mL, 13.7 mmol). After stirring at 0 0C for 30 min, the solution was cooled to -78 0C and bromine (0.645 mL, 12.6 mmol) was added. The mixture was allowed to reach r.t. and then poured into a solution of 10% Na2S2O3 (20 mL) and saturated NH4Cl (20 mL). Extraction with EtOAc (2 x 80 mL) gave the title compound. Yield 3.69 g (96%).
References:
WO2009/150144,2009,A1 Location in patent:Page/Page column 139
84358-13-4
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301221-79-4
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$33.00/250mg
![1-Boc-4-[methoxy(methyl)carbamoyl]piperidine](/CAS/GIF/139290-70-3.gif)
139290-70-3
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$6.00/100mg
301221-79-4
103 suppliers
$33.00/250mg