Ammonium formate → 4-Amino-3-{6-hydroxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-3,4-dihydro-1H-isoquinoline-2-sulfonyl}pent-3-en-2-one

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A mixture of 6-benzyloxy-2-(3,5-dimethylisoxazole-4-sulfonyl)-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline (0.036 g, 0.061 mmol), ammonium formate (0.077 g, 1.22 mmol), and 20% Pd(OH)2/C (0.020 g) in MeOH (20 ml) was refluxed under N2 for 1.5 hr, then filtered through Celite. The filtrate was evaporated in vacuo to a yellow residue that was suspended in a mixture of H2O(3 ml) and sat. NaHCO3 solution (3 ml), then extracted with CH2Cl2 (3×3 ml). The combined organic extracts were dried over MgSO4 and concentrated in vacuo to give 0.023 g (76% yield) of yellow oil. Further purification by preparative TLC, eluting with SiO2, EtOAc:MeOH (1:1), gave 0.019 g (63% yield) of colorless oil.

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