2-((1,1-Dimethylethyl)imino)-N,N-diethylhexahydro-1,3-dimethyl-2lambda5-1,3,2-diazaphosphorin-2-amine → tert-butyl 4-{(1S)-1-[({5-chloro-2-[3-(1,3-thiazol-2-yl)phenoxy]pyridin-3-yl}carbonyl)amino]ethyl}benzoate

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

A mixture of tert-butyl 4-((1S)-1-{[(2,5-dichloropyridin-3-yl)carbonyl]amino}ethyl)benzoate (step 1, 178 mg, 0.45 mmol), 3-(1,3-thiazol-2-yl)phenol (162 mg, 0.91 mmol) and 2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine (BEMP, 217 μL, 0.75 mmol) in toluene (2 mL) was stirred at 110° C. for 5 h. After removal of solvent, the residue was eluted on silica gel short column (hexane/ethyl acetate (4/1)) to afford 259 mg (quant.) of the title compound as a white amorphous: 1H-NMR (CDCl3) δ 8.57 (1H, d, J=2.7 Hz), 8.15–8.11 (2H, m), 7.97–7.94 (2H, m), 7.90–7.83 (3H, m), 7.58–7.38 (3H, m), 7.34–7.20 (2H, m), 5.42–5.32 (1H, m), 1.61–1.57 (12H, m); MS (ESI) m/z 536 (M+H)+, 534 (M−H)−.

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