Ammonium formate → {6-Hydroxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-3,4-dihydro-1H-isoquinolin-2-yl}-phenylmethanone

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Reaction Steps

A mixture of {6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-3,4-dihydro-1H-isoquinolin-2-yl}phenylmethanone (0.043 g, 0.08 mmol), ammonium formate (0.127 g, 2.01 mmol), and 20% Pd(OH)2/C (0.025 g) in MeOH (10 ml) was refluxed under N2 for 1 hr, then filtered through Celite. The filtrate was evaporated in vacuo to a white residue that was dissolved in CH2Cl2 (10 ml) and washed with 1M NaOH (5 ml). The aqueous layer was extracted with CH2Cl2 (3×10 ml) and all of the combined organic solutions were dried over MgSO4 and concentrated in vacuo to give 0.028 g (78% yield) of colorless residue.

Provenance & Evidence