HCID 178428671, compound → HCID 178428672, compound

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Reaction Steps

A mixture of 3-{4-[(4-methylpiperidin-1-yl)carbonyl]-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl}-N-(phenylmethyl)-1H-pyrazol-5-amine (example 6) (39 mg, 0.088 mmol), 10% palladium on charcoal (37 mg) and methanol (15 mL) was hydrogenated in a Parr apparatus at 45 psi for 18 hours. The suspension was filtered, concentrated and the residue purified by preparative reverse phase HPLC to give 3-{4-[(4-methylpiperidin-1-yl)carbonyl]-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl}-1H-pyrazol-5-amine (17 mg, 55% yield). 1H NMR (400 MHz, methanol-d4): 7.50 (br, 1H), 7.46 (dd, 1H), 6.98 (d, 1H), 5.86 (s, 1H), 4.44 (s, 2H), 4.18 (m, 2H), 3.68 to 3.60 (m, 4H), 2.80 (t, 2H), 1.67 to 1.51 (m, 3H), 1.23 to 1.15 (m, 2H), 0.97 (d, 2H); MS (EI) for C19H25N5O2: 356 (MH+).

Provenance & Evidence