Sodium Hydroxide → HCID 86712830, compound

Participants

Reaction Steps

(±)-(E)-3-{1′-(1-Phenyl-ethyl)-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid methyl ester (526 mg, 1.30 mmol) was treated with 1 M NaOH following the procedure described in Example 71 Step B, giving (±)-(E)-3-{1′-(1-phenyl-ethyl)-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-acrylic acid (445 mg, 88%). The resulting product was treated with NH2OTHP according to the procedure described in Example 71 Step C, giving (±)-(E)-3-{1′-(1-phenyl-ethyl)-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-N-(tetrahydro-pyran-2-yloxy)-acrylamide. Finally, removal of the THP protecting group following the procedure described in Example 71 Step C gave (±)-(E)-3-{1′-(1-phenyl-ethyl)-4-oxo-spiro[chromane-2,4′-piperidine]-6-yl}-N-hydroxy-acrylamide hydrochloride (197 mg).

Provenance & Evidence