Trifluoroacetic acid → HCID 83872254, compound

Participants

Reaction Steps

To a stirred solution of tert-butyl 1-methyl-6,7-dihydro-1H-pyrazolo[4,3-b]pyridine-4(5H)-carboxylate (55 mg, 232 μmol) in CH2Cl2 (4 mL) was added TFA (740 mg, 500 μL, 6.49 mmol). After 18 h, the reaction mixture was concentrated in vacuo and the residue obtained purified by chromatography (40 g column, 50 m silica-gel from Analogix, 0 to 5% 9:1 methanol:ammonium hydroxide in CH2Cl2, 20 min) to give 1-methyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-b]pyridine (22 mg, 69%). 1H NMR (CHLOROFORM-d) δ: 7.05 (s, 1H), 3.70 (s, 3H), 3.08-3.21 (m, 2H), 2.88 (br. s., 1H), 2.64 (t, J=6.4 Hz, 2H), 1.84-2.01 (m, 2H). MS (EI/CI) m/z: 138.2 [M+H]+.

Provenance & Evidence