With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1273-82-1,Aminoferrocene,as a common compound, the synthetic route is as follows.,1273-82-1
The aminoferrocene compound (300 mg, 1.5 mmol) obtained in Preparation Example 1,4?-bromo-N,N-diphenylbiphenyl-4-amine (1.8 g, 4.5 mmol), palladium acetate (Pd(OAc)2, 17 mg, 0.075 mmol), a solution of tributylphosphine in n-hexane (0.1 ml, 10 wt %), and sodium tert-butoxide (NaOtBu, 1.13 g, 11.8 mmol) were mixed in toluene (6 ml, as a solvent). A reaction was conducted at 130 C. for 72 hours. Pd(dba)2 was filtered using diatomaceous earth and silica gel. The reaction was washed using ethyl acetate and the solvent was removed. Purification was conducted by column chromatography (eluent: n-hexane/ethyl acetate in a gradient from 4/1 to 3/2 (v/v)) to obtain compound DPABPAFc (yield: 50%). The structure of compound DPABPAFc is shown in scheme III. Preparation of Compound Fc02: (0046) Compound Fc02 was prepared by a process similar to that for preparing compound DPABPAFc except that the amount of 4?-bromo-N,N-diphenylbiphenyl-4-amine was 7.90 g (19.7 mmol) and that sublimation (two times) was conducted after column chromatography. Compound Fc02 was obtained in the formed of a red solid (yield: 40%). (0047) Analysis for compound DPABPAFc: 1H NMR (400 MHz. CDCl3): delta 7.42 (t, J=8.0 Hz, 4H), 7.24 (t, J=8.0 Hz, 4H), 7.11 (d, J=8.0 Hz, 4H), 7.00 (t, J=7.2 Hz, 2H), 6.92 (d, J=7.6 Hz, 2H), 4.89 (br, 1H), 4.29 (s, 2H), 4.21 (s, 5H), 4.08 (s, 2H); 13C NMR (100 MHz. CDCl3): delta 147.8, 146.2, 141.9, 135.3, 131.2, 129.2, 127.2, 127.0, 124.4, 124.1, 122.6, 115.1, 69.0, 64.7, and 61.8; HRMS (EI+, m/z) calculated for C34H28N2Fe: 520.1602. found: 520.1599. (0048) Analysis for compound Fc02: 1H NMR (400 MHz. CDCl3): delta 7.52 (d, J=8.4 Hz, 4H), 7.46 (d, J=8.8 Hz, 4H), 7.33 (d, J=8.4 Hz, 4H), 7.27-7.23 (m, 8H), 7.11 (d, J=8.4 Hz, 8H), 7.02 (d, J=8.0 Hz, 4H), 4.17 (s, 5H), 4.11 (s, 2H), 4.04 (s, 2H); 13C NMR (100 MHz. CDCl3): delta 147.7, 147.7, 146.5, 141.9, 135.0, 129.2, 127.5, 127.4, 127.2, 124.5, 124.3, 124.2, 124.0, 122.8, 122.7, 118.0, 69.0, 64.0, and 60.4; HRMS (FAB+, m/z) calculated for C58H46N3Fe: 840.3041. found: 840.3044.
The synthetic route of 1273-82-1 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; NATIONAL TSING HUA UNIVERSITY; Cheng, Chien-Hong; Lai, Cheng-Chang; Chang, Yu-Wei; Liao, Chuang-Yi; Huang, Min-Jie; (16 pag.)US9356244; (2016); B1;,
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