Diisopropylethylamine → 4,4-Dimethyl-7-{2-[(2-methylamino-pyrimidin-4-ylmethyl)-amino]-benzoylamino}-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

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Reaction Steps

A mixture of 2-[(2-methylamino-pyrimidin-4-ylmethyl)-amino]-benzoic acid (Step C, 0.31 g, 1.20 mmol), 7-amino-4,4-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (0.33 g, 1.20 mmol), TBTU (0.43 g, 1.32 mmol), and DIEA (0.31 mL, 1.80 mmol) in 10 mL of DMF was stirred at RT for 2 h. The mixture was partitioned between EtOAc and Na2CO3 (aq). The organic layer was washed with water, brine, dried with MgSO4, filtered, condensed, and the residue was purified by flash column chromatography (0 to 30% of EtOAc in CH2Cl2). The titled compound was obtained as a light yellowish solid. MS (ES+): 517.4 (M+H)+. Calc'd for C29H36N6O3-516.63

Provenance & Evidence