Synthetic Route of 13861-75-1, These common heterocyclic compound, 13861-75-1, name is Spiro[cyclopropane-1,3′-indolin]-2′-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
[0272] To a cooled (0C) solution of spiro[cyclopropane-l,3′-indolin]-2′-one (prepared according to methods described in J. Med. Chem. 1987, 824-829; J. Med. Chem. 1992, 163-172; U.S. Patent 5,182,397) (1.0 g, 6.21 mmol) in NN-dimethylformamide (5 mL), was added sodium hydride (0.149 g, 6.21 mmol), followed by addition of l-bromo-3-chloropropane (0.733 mL, 7.45 mmol, d = 1.6). After stirring at room temperature for 18 hours, the reaction mixture was diluted with ethyl acetate (100 mL), washed with dilute citric acid, water and brine. The organic phase was dried over MgS04, filtered and isolated by Biotage flash chromatography (10-40% ethyl acetate/hexanes) to obtain the title compound (1.1 g, 68%); ¾ NMR (DMSO-i 6): delta 1.50-1.54 (m, 2H), 1.56-1.61 (m, 2H), 2.01- 2.15 (m, 2H), 3.67 (t, 2H, J= 6.4 Hz), 3.86 (t, 2H, J= 6.8 Hz), 6.97-7.03 (m, 2H), 7.11 (d, 1H, J= 8 Hz), 7.22-7.27 (m, 1H); MS for Ci3H14ClNOm/z 236.04 (M+H)+.
The synthetic route of 13861-75-1 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ALTOS THERAPEUTICS, LLC; LUEHR, Gary, W.; SUNDARAM, Arathi; JAISHANKAR, Priyadarshini; PAYNE, Philip, W.; DRUZGALA, Pascal; WO2011/160084; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem