Dimethylamine → HCID 25142600, compound

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Reaction Steps

A mixture of 3-bromomethyl-1-oxo-2-phenyl-1,2-dihydro-isoquinoline-4-carboxylic acid ((S)-1-phenyl-propyl)-amide (70 mg, 0.147 mmol) and dimethylamine (1 ml of 33% solution in abs. ethanol, excess) was kept at 50° C. for 10 min and then evaporated in vacuo. The residue was dissolved in methanol and passed through SCX cation exchange column (1 g, RSO3H form). Uncharged impurities were eluted with methanol and the product was eluted with 4M NH3 in methanol to give 53 mg of colourless glass-like solid. It was further purified by flash chromatography on SiO2 (5 g, gradient 1,2-dichloroethane—10% ethyl acetate in 1,2-dichloroethane) to give 45 mg of colourless solid. Yield 70%. LC-MS (m/z) 440.1 (MH+); tR=0.88. 1H NMR (250 MHz, DMSO-d6, T=333 K): 0.92 (t, 2H), 1.83 (two overlapping m, 2H), 1.66 (s, 6H), 2.96 and 3.08 (two d of CHAHBN, 2H), 4.96 (q, 1H), 7.19-7.56 (m, 12H), 7.68 (t, 1H), 8.21 (d, 1H), 8.75 (d, 1H).

Provenance & Evidence