Diisopropylethylamine → HCID 58709814, compound

Participants

Reaction Steps

To a suspension of benzothiazol-6-yl-[6-(1,2,3,6-tetrahydropyridin-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine tris-hydrochloride (230 mg, 0.50 mmol) in N,N-dimethylformamide (4 mL) were added N,N-diisopropylethylamine (0.7 mL, 4.0 mmol), 1-hydroxymethyl-cyclopropanecarboxylic acid (70 mg, 0.6 mmol) and 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (190 mg, 0.6 mmol). The resulting mixture was stirred at rt overnight. The mixture was diluted with water (30 mL), and the precipitate was collected by filtration and dried in vacuum, giving the title compound as brown solid. LC-MS (ES, Pos.): 447 [MH+]. 1H NMR (DMSO-d6, 400 MHz): δ=0.74 (s, 2H), 0.77 (s, 2H), 2.51 (m, 2H), 3.50 (d, J=5.9 Hz, 2H), 3.85 (m, 2H), 4.20 (m, 2H), 4.90 (br s, 1H), 6.44 (s, 1H), 6.84 (s, 1H), 7.88 (dd, J=8.9 Hz, 2.1 Hz, 1H), 8.04 (d, J=8.9 Hz, 1H), 8.34 (s, 1H), 8.92 (d, J=2.1 Hz, 1H), 9.24 (s, 1H), 9.62 (s, 1H), 12.02 (s, 1H).

Provenance & Evidence