Lithium Hydroxide → HCID 10183034, compound

Participants

Reaction Steps

To a room temperature solution of methyl {[3-[2-(cyclopentylamino)-6-methyl-4-pyrimidinyl]-2-(4-fluorophenyl)pyrazolo[1,5-α]pyridin-7-yl]amino}acetate (76 mg, 0.16 mmol) in tetrahydrofuran (3 mL) and methanol (1 mL) was added lithium hydroxide (1 mL, 1.0 M in water, 1 mmol). The resultant mixture was stirred at room temperature for 24 hours then concentrated in vacuo. The residue was suspended in ether and acidified with aqueous hydrochloric acid (4N). The solids were filtered and azeotroped twice with methanol in vacuo to provide the hydrochloride salt of {[3-[2-(cyclopentylamino)-6-methyl-4-pyrimidinyl]-2-(4-fluorophenyl)pyrazolo[1,5-α]pyridin-7-yl]amino}acetic acid (70 mg, 95%) as a yellow solid.1H NMR (CDCl3) δ 7.72–7.34 (m, 7H), 6.40–6.26 (m, 2H), 4.17–4.04 (m, 3H), 2.20 (s, 3H), 1.88 (m, 2H), 1.69 (m, 2H), 1.54 (m, 4H); 19F NMR (CDCl3) δ −112.96; MS m/z 461 (M+1).

Provenance & Evidence