Dimethylformamide → HCID 86660687, 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 {[tert-butyl(dimethyl)silyl]oxo}acetaldehyde (100 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. The dried product was dissolved in 2 mL of methylene chloride/2 ml trifluoroacetic acid. The solution was concentrated after being stirred overnight and purified by high performance liquid chromatography at pH=10 to obtain 38 mg (46% yield) of the title compound. MS (M+1)=550.29. 1HNMR (DMSO-d6, ppm): δ 10.16 (s, 1H); 9.23 (s, 1H); 8.97 (s, 1H); 8.65 (d, J=4.4 Hz, 1H); 8.48 (d, J=6.0 Hz, 1H); 8.46 (d, J=4.8 Hz); 8.02 (s, 1H); 7.82 (m, 2H); 7.51 (m, 1H); 7.40 (m, 2H); 7.14 (d, J=8.4 Hz, 1H); 2.6-3.7 (m, 17H); 2.16 (s, 3H).

Provenance & Evidence