Acetone → HCID 46831268, compound

Participants

Reaction Steps

N-(4-Methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]phenyl)-1-piperazin-1-yl-2,3-dihydro-1H-indene-5-carboxamide tetrahydrochloride (100 mg, 0.15 mmol) was dissolved in DMF (2 mL), and triethylamine (101 mg, 1 mmol) was added followed by acetone (35 mg, 0.6 mmol). After the solution was stirred for 20 minutes, sodium triacetoxyborohydride (128 mg, 0.6 mmol) was added. The solution obtained was stirred overnight at room temperature and then purified by high performance liquid chromatography at pH=10 to obtain 58 mg (71% yield) of the title compound. MS (M+1)=548.31. 1HNMR (DMSO-d6, ppm): δ 10.14 (s, 1H); 9.26 (s, 1H); 8.98 (s, 1H); 8.67 (d, J=4.8 Hz, 1H); 8.49 (d, J=4.8 Hz, 1H); 8.46 (d, J=8.4 Hz); 8.05 (s, 1H); 7.77 (s, 1H); 7.74 (d, J=8.0 Hz, 1H); 7.51 (dd, J=8.0 & 4.8 Hz, 4.8 Hz, 1H); 7.46 (d, J=8.2 Hz, 1H); 7.41 (d, J=5.2 Hz, 1H); 7.35 (d, J=7.6 Hz, 1H); 7.17 (d, J=8.4 Hz, 1H); 4.30 (t, J=7.0 Hz, 1H); 2.91 (m, 12H); 2.81 (s, 3H); 2.3-2.6 (m, 9H); 2.02 (m, 2H); 0.92 (t, J=6.4 Hz, 6H).

Provenance & Evidence