Carbon Tetrachloride → HCID 18446624, compound

Participants

Reaction Steps

In a similar manner as described in Example 17 from N-cyclopentyl-4-{2-[2-(isopropylamino)-4-pyridinyl]pyrazolo[1,5-a]pyridin-3-yl}-2-pyrimidinamine (166 mg, 0.401 mmol), n-butyllithium (753 μL, 1.6 M in hexanes, 1.20 mmol) and carbon tetrachloride (155 μL, 1.60 mmol) was formed 4-{7-chloro-2-[2-(isopropylamino)-4-pyridinyl]pyrazolo[1,5-a]pyridin-3-yl}-N-cyclopentyl-2-pyrimidinamine (140 mg, 78%). Rf 0.21 (1:1 hexanes:ethyl acetate); 1H NMR (CDCl3) δ 8.36 (d, 1H), 8.19 (d, 1H), 8.07 (d, 1H), 7.36 (m, 1H), 7.13 (d, 1H), 6.90 (d, 1H), 6.81 (s, 1H), 6.52 (d, 1H), 5.25–5.21 (br, 2H), 4.35 (m, 1H), 3.89 (m, 1H), 2.18–2.04 (m, 2H), 1.80–1.50 (m, 6H), 1.22 (d, 6H).

Provenance & Evidence