3-Aminophenylboronic acid → [7-(3-Amino-phenyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-(1-methanesulfonyl-piperidin-4-ylmethyl)-propyl-amine

Participants

Reaction Conditions

Reaction Steps

A 1 mL solution of (7-bromo-1,2,3,4-tetrahydro-naphthalen-2-yl)-(1-methanesulfonyl-piperidin-4-ylmethyl)-propyl-amine (25 mmole in DMA) was added to a tube containing 2-3 mg Pd(PPh3)4 catalyst followed by 120 μL of a solution of 3-amino phenyl boronic acid (30 mmole in DMA), and 200 μL 1N aq. NaOH. The solution was shaken at 80° C. for 4 h, concentrated, and purified by chromatography to yield [7-(3-amino-phenyl)-1,2,3,4-tetrahydro-naphthalen-2-yl]-(1-methanesulfonyl-piperidin-4-ylmethyl)-propyl-amine 112[M+H]+=456.

Provenance & Evidence