Acetic Acid → HCID 71573264, compound

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Reaction Steps

To a solution of N-(3-chloro-4-fluorophenyl)-6-(3-(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl) propoxy)-7-methoxyquinazolin-4-amine (0.20 g) in a mixture of CH2Cl2 and MeOH was added 37% HCHO (0.10 mL), AcOH (0.15 mL) and NaB(O2CCH3)3H (0.26 g) in turn. The mixture was stirred for 1.5 h, then diluted with water and extracted with CH2Cl2. The organic layer was dried over anhydrous Na2SO4 for 1 h and filtered. The filtrate was concentrated and redissolved in EA, to this, a solution of HCl in EtOAc (10 mL) was added under stifling. The mixture was filtered to give the title compound as a solid (0.13 g, 68.00%), HPLC: 98.69%. The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 486.2 (M+1); 1H NMR (400 MHz, CDCl3) δ: 1.81-1.92 (m, 4H), 2.10-2.15 (m, 4H), 2.30 (s, 3H), 2.35-2.41 (m, 4H), 2.44 (t, J=8.2 Hz, 2H), 4.03 (s, 3H), 4.10 (t, J=7.8 Hz, 2H), 7.16 (s, 1H), 7.26 (s, 1H), 7.45 (s, 1H), 7.57-7.62 (m, 1H), 7.91-7.93 (m, 1H), 8.64 (s, 1H) ppm.

Provenance & Evidence