Acetyl chloride → HCID 11227399, compound

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Reaction Steps

1-(1-(3,5-difluorobenzyl)-1H-imidazol-2-yl)-2-(2-(methoxymethyl)-7-methyl-2H-indazol-5-yl)ethyl 4-(2-oxo-1,2-dihydroquinolin-3-yl)piperidine-1-carboxylate (72.0 mg, 0.108 mmol) and acetyl chloride (0.18 mL) were combined in methanol (2.0 mL) and heated at reflux for 1 h. After cooling to room temperature, the solvents were removed in vacuo. Column chromatography afforded 47 mg (70%). 1H-NMR (CD3OD, 500 MHz) δ 1.38-2.05 (m, 3H), 2.45 (s, 3H), 2.70-3.05 (m, 3H), 3.24 (dd, J=7.3, 7.3, 1H), 3.45-3.55 (m, 1H), 4.05-4.40 (m, 2H), 5.05-5.45 (m, 2H), 5.50 (s, 1H), 5.95 (bs, 1H), 6.34-6.90 (m, 4H), 7.17 (s, 1H), 7.25 (m, 2H), 7.34 (d, J=8.2, 1H), 7.45-7.75 (m, 3H), 7.90 (s, 1H). Mass spec.: 623.3 (MH)+.

Provenance & Evidence