1609259-33-7|4-Chloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[4,3-c]pyridine| Ambeed

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CAS No. :	1609259-33-7
Formula :	C₁₂H₁₈ClN₃OSi
M.W :	283.83
SMILES Code :	C[Si](CCOCN1N=CC2=C1C=CN=C2Cl)(C)C

Yield	Reaction Conditions	Operation in experiment
65%		To a solution of 4-chloro-lH-pyrazolo[4,3-c]pyridine (1.0 g, 6.5 mmol, 1.0 eq) in THF (20.0 mL) at 0 °C was added NaH (60percent in mineral oil, 0.52 g, 13 mmol, 2.0 eq). The mixture was stirred at 0 °C for 30 mins. then SEMC1 (1.3 g, 7.8 mmol, 1.2 eq) was added. The mixture was stirred at rt overnight. After the reaction was complete, water was added to quench the reaction, which was extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2S04 and filtered. The filtrate was concentrated in vacuo and The resulting residue was purified by column chromatography (PE:EA = 3 : 1) to provide 4-chloro-l-((2-(trimethylsilyl)ethoxy)methyl)-lH-pyrazolo[4,3-c]-pyridine (1.2 g, 65percent) as yellow oil.
46%		[00849] To a solution of 4-chloro-lH-pyrazolo[4,3-c]pyridine (2 g, 13.02 mmol) in anhydrous THF (25 mL) was added NaH (625 mg, 15.6 mmol, 60percent) at 0°C. After stirring at 25 °C for 20 min SEM-C1 (2.82 g, 16.93 mmol, 3 mL) was added dropwise at 0 °C. The reaction was stirred at 25 °C for 2 hrs and then quenched by slowly adding H2O. After extraction with EtOAc the combined organic phases were washed with brine, dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The crude residue was purified by column chromatography to give 4-chloro-l-((2-(trimethylsilyl)ethoxy)methyl)- lH-pyrazolo[4,3-c]pyridine (1.7 g, 5.99 mmol, 46percent yield). LCMS (ESI): m/z [M +H] calculated for C12H19CIN3OS1: 284.1; found 284.1.

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Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
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H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 1609259-33-7

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CAS No.: 1609259-33-7

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