Triethylamine → HCID 9849051, compound

Participants

Reaction Steps

To a solution of 6,7-dimethoxy-N2-(4-phenyl-piperidin-4-ylmethyl)-N2-methyl-quinazoline-2,4-diamine 11 (210 mg), tetrahydro-2-furoic acid (70 mg) and triethylamine (180 μL) in dichloromethane was added BOP reagent (benzotriazol -1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate) (250 mg). The mixture was stirred at room temperature for 20 hours, evaporated to dryness, and distributed between ethyl acetate and water. The organic phase was washed with sodium bicarbonate, brine, and dried over sodium sulfate. The crude product was purified by flash chromatography to provide 1-(4-{[(4-Amino-6,7-dimethoxy-quinazolin-2-yl)-methyl-amino]-methyl}-4-phenyl-piperidin-1-yl)-1-(tetrahydro-furan-2-yl)-methanone 14, MS: 506 ([M+H]+), which was converted into the HCl salt: 180 mg as white crystals.

Provenance & Evidence