Application of 129487-92-9, These common heterocyclic compound, 129487-92-9, name is tert-Butyl 5-aminoindoline-1-carboxylate, 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.
To a solution of 3-(4-((2-chloropyrimidin-4-yl)amino)-l-oxoisoindolin-2-yl)piperidine- 2,6-dione (50 mg, 0.135 mmol) and tert- butyl 5-aminoindoline-l-carboxylate (32 mg, 0.135 mmol) inlBuOH (2 mL) was added TFA (21 pL, 0.27 mmol), and then the mixture was heated to reflux overnight. The mixture was then concentrated in vacuo and purified by prep-HPLC (MeOHTLO, 0.05% TFA) to obtain compound 43 (10.4 mg, 13%).NMR (500 MHz, DMSO-dis) d 11.01 (s, 1H), 10.48 (d, J= 30.2 Hz, 2H), 8.02 (d, J = 6.9 Hz, 1H), 7.95 (d, J= 7.8 Hz, 1H), 7.66 (dd, J= 7.5, 1.1 Hz, 1H), 7.61 (t, J= 7.6 Hz, 1H), 7.07 (s, 1H), 7.01 (s, 2H), 6.46 (d, J = 6.9 Hz, 1H), 5.15 (dd, 7 = 13.2, 5.1 Hz, 1H), 4.49 (d, J = 17.5 Hz, 1H), 4.34 (d, J = 17.5 Hz, 1H), 3.56 (t, J= 8.2 Hz, 2H), 2.99 (t, J = 8.1 Hz, 2H), 2.94 – 2.85 (m, 1H), 2.64 – 2.55 (m, 1H), 2.33 (ddd, 7 = 26.6, 13.2, 3.2 Hz, 1H), 2.25 (s, 1H), 1.90 (dd, 7 = 11.1, 5.2 Hz, 1H).LCMS (m/z): 470 [M+H]+.
The synthetic route of 129487-92-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael; ZHANG, Tinghu; FISCHER, Eric; VERANO, Alyssa; HE, Zhixiang; DU, Guangyan; DONOVAN, Katherine; NOWAK, Radoslaw; YUAN, Christine; (0 pag.)WO2020/6264; (2020); A1;,
Indoline – Wikipedia,
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