Triphenylphosphine → HCID 59300490, compound

Participants

Reaction Steps

To a solution of 3-{[6-chloro-5-(trifluoromethyl)-2-pyridinyl]amino}-1-propanol (Example 301) (2.0 g, 7.85 mmol) and ethyl [(1S)-5-hydroxy-2,3-dihydro-1H-inden-1-yl]acetate (Example 6, 0.87 g, 3.93 mmol) in THF (20 mL) were added triphenylphosphine (1.35 g, 5.11 mmol) and 1,1′-(azodicarbonyl)-dipiperidine (1.30 g, 5.11 mmol) under argon. The golden yellow mixture was stirred at rt for 18 h, and then concentrated under reduced pressure. The product (1.15 g, 64%) was isolated after column chromatography (2:1 hexanes/EtOAc). 1H NMR (400 MHz, CD3OD) δ 7.58 (d, 1H), 6.94 (d, 1H), 6.77 (d, 1H), 6.61 (dd, 1H), 6.42 (d, 1H), 4.16 (q, 2H), 4.01 (t, 2H), 3.55 (q, 2H), 3.55-3.420 (m, 1H), 2.92-2.68 (m, 3H), 2.42-2.30 (m, 2H), 2.08 (qt, 2H), 1.78-1.68 (m, 1H), 1.27 (t, 3H).

Provenance & Evidence