Hydrochloric Acid → HCID 86707715, compound

Participants

Reaction Steps

A pressure bottle was flushed with nitrogen. The bottle was charged with 10% palladium on carbon-Degussa Type (51.2 mg, 0.481 mmol). The catalyst was wet with methanol (1 ml) while under a gentle stream of nitrogen. A premixed methanol (14.6 ml) and 1.0 N hydrochloric acid (1.459 ml) solution of the title compound of Step 7 of Example 345 (940 mg, 2.407 mmol) was added. The suspension was flushed with nitrogen. The reaction evacuated and pressurized to 50 psi with hydrogen at room temperature, and continued stirring for 14 hrs. The reaction was evacuated and backfilled with nitrogen, and filtered over a pad of celite. The filtrate was concentrated under reduced pressure to afford tert-butyl (((1S,3R)-3-amino-1,2,2-trimethylcyclopentyl)methyl)-carbamate (417.4 mg, 1.628 mmol, 67.6% yield) as a colorless oil. ESI-MS m/z 257.3 ([M+H]+).

Provenance & Evidence