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tert-butyl (2-(((5-cyanopyridin-2-yl)methyl)(methyl)amino)ethyl)carbamate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
23%
With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 0 - 20℃; for 2h;
tert-Butyl (2-(((5-cyanopyridin-2-yI)methyl)(methyl)ami no)ethyl)carbamateso lution of tert-butyl (2-(methylamino)ethyl)carbamate (150 mg, 0.86 mmol) in1,2-dichloroethane (5 mL)was added to a solution of <strong>[206201-64-1]6-formylnicotinonitrile</strong> (120 mg, 0.86 mmol) in 1,2-dichloroethane (5 mL), followed by sodium triacetoxyborohydride (0.36 mL,2.58 mmol) at 0°C. The reaction mixture was allowed to come to room temperature and stirred for 2 h. The reaction mixture was then quenched with 10percent aqueous NaHCO3solution and extracted with EtOAc. The combined extracts were washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crudeproduct was purified by flash column chromatography (neutral alumina, eluent 5percent MeOHin CH2CI2) to afford tert-butyl (2-(((5-cyanopyridin-2-yl)methyl)(methyl)amino)ethyl)carbamate (200 mg, yield 23percent) as a brown liquid. MS (ESI) m/z: Calculated for C15H22N402: 290.17; found: 291.2 (M+H).
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