Lithium hydroxide, monohydrate → HCID 59511427, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2,2,2-trifluoro-N-[2-(methylsulfonyl)ethyl]-N-[(3-{[4-(2-{3-[(2-thienylacetyl)amino]phenyl}pyrazolo[1,5-a]pyridin-3-yl)-2-pyrimidinyl]amino}phenyl)methyl]acetamide (79 mg, 0.11 mmol) in THF (3 mL) was added LiOH hydrate (10 mg, 0.21 mmol) in water (0.5 mL). The solution was heated to 50° C. for 2 h, and then diluted with EtOAc, washed with 1N Na2CO3, dried over Na2SO4, and concentrated to generate the title compound in 62% yield. 1H NMR (400 MHz, d6-DMSO) δ 10.36 (s, 1H), 9.55 (s, 1H), 8.84 (d, J=6.8 Hz, 1H), 8.52 (d, J=8.9 Hz, 1H), 8.24 (d, J=5.4 Hz, 1H), 7.90 (s, 1H), 7.74-7.76 (m, 2H), 7.59 (d, J=8.1 Hz, 1H), 7.38-7.50 (m, 2H), 7.28 (d, J=7.7 Hz, 1H), 7.20 (t, J=7.8 Hz, 1H), 7.13 (t, J=6.8 Hz, 1H), 6.92-6.98 (m, 3H), 6.44-6.51 (m, 2H), 3.88 (s, 2H), 3.66 (s, 2H), 3.23 (t, J=6.3 Hz, 2H), 3.01 (s, 3H), 2.91 (t, J=6.1 Hz). ES-LC/MS m/z=638 [M+H]+.

Provenance & Evidence