Ammonium Chloride → HCID 59857454, compound

Participants

Reaction Steps

A mixture of 2-(2-tert-butylphenoxy)-3-iodopyridine (prepared as above) (177 mg, 0.50 mmol), N-triisopropylsilyl 5-amino-7-azaindole (see Heureux, A. L. et al., Tetrahedron Lett. 2004, 45, 2317) (145 mg, 0.50 mmol), dppf (8.2 mg, 0.015 mmol), Pd2(dba)3 (9.1 mg, 0.010 mmol), sodium tert-butoxide (72 mg, 0.64 mmol) in toluene (8.0 mL) was heated in a seal tube at 110° C. for 16 h. The mixture was allowed to cool and saturated ammonium chloride (30 mL) was added and the mixture was extracted with ethyl acetate (3×25 mL). The combined organic layers were dried (anhydrous sodium sulfate), filtered and evaporated to yield a residue was purified by reverse phase preparative HPLC to provide 141b. (M+H)+=375.

Provenance & Evidence