Sulfuric Acid → HCID 46831861, compound

Participants

Reaction Steps

(1S)-1-(4-Methylpiperazin-1-yl)-N-(4-methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]phenyl)-2,3-Dihydro-1H-indene-5-carboxamide (248 g, 0.477 mol) was dissolved in ethanol (4.76 L). After being stirred for 20 minutes, the solution was filtered with suction. The filtrate was added to a 20 L three-neck flask. Sulfuric acid solution (46.74 g, 0.477 mol, 1-fold) diluted with ethanol (532 ml) was added slowly through dropping funnel with thorough stirring to form a yellowish suspension. Ethanol (9.5 L) was then supplemented. The mixture was heated under reflux for 2 hours until it became a milky-white suspension. The suspension was cooled to room temperature statically, filtered with suction, and then dried to obtain the title product (183 g, 57.5%). The filtrate was adjusted to basic (pH=11) with aqueous solution of NaOH and then extracted with methylene dichloride (4×200 mL). The extract was dried and concentrated to reclaim the (1S)-1-(4-methyl piperazin-1-yl)-N-(4-methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]phenyl)-2,3-dihydro-1H-inden e-5-carboxamide (98 g, 39.5%). Melting point of the title product: 187˜189° C. Elemental analysis of C31H36N7O7S1.5, calculating value: C, 55.84; H, 5.44; N, 14.71; testing value: C, 55.72; H, 5.70; N, 14.40.

Provenance & Evidence