Hydrochloric Acid → 1-Benzyloxycarbonyl-4-(dimethylaminocarbonylamino)-piperidine

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Reaction Steps

To 0.83 g (3.2 mmol) of (1-benzyloxycarbonylpiperidin-4-yl)isocyanate from Example 64, Step A in 10 mL was added 16 mL (32 mmol) of 2 M dimethylamine in THF. The reaction was stirred under nitrogen at rt for 24 h and then poured into water containing 20 mL of 2 N hydrochloric acid and was extracted twice with ethyl acetate. The organic layers were each washed with a portion of brine, dried over sodium sulfate, combined and concentrated to give 0.95 g of the crude title compound which can be used directly in subsequent reactions. 1H NMR (400 MHz, CDCl3): δ 1.25 (m, 2H), 1.95 (br d, J=10, 2H), 2.86 (br s, 6H+2H), 3.79 (m, 1H), 4.0-4.25 (m, 3H), 5.09 (s, 2H), 7.35 (m, 5H).

Provenance & Evidence