Application of 90347-66-3, These common heterocyclic compound, 90347-66-3, name is Methyl 3-iodo-4-methylbenzoate, 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.
Reference Example 1Methyl 3-ethynyl-4-methylbenzoateA mixture of methyl 3-iodo-4-methylbenzoate (2.0g, 7mmol), trimethylsilylacetylene (1.2ml, 8mmol), Pd(PPh3)4 (0.42g, 0.3mmol), Cul (0.137g, 0.7mmol) and diisopropylethylamine (2.5ml, 1 1.4mmol) in THF (20ml) was heated at 50C for 12hrs under nitrogen atmosphere. The reaction mixture was cooled to ambient temperature and filtered through a Celite bed. The clear filtrate was concentrated and the residue purified by flash chromatography on silica gel (elution with 2% ethyl acetate in n-hexane) to provide methyl 4-methyl-3-[(trimethylsilyl)ethynyl]benzoate.To the solution of methyl 4-methyl-3-[(trimethylsilyl)ethynyl]benzoate (2.3g) in THF (40ml) was added tetrabutylammonium fluoride (1.0M in THF, 3.2ml, 1 lmmol) at ambient temperature and stirred for 15 minutes, concentrated and the residue purified by flash chromatography on silica gel (elution with 2% ethyl acetate in ?-hexane) to provide methyl 3 – ethynyl- 4-methylbenzo at e .? NMR (500 MHz in DMSO-de), delta 2.50 (s, 3H), 3.90 (s, 3H), 4.57 (s, 1H), 7.51 (d, J = 8.0 Hz, 1H), 7.91 (d, J = 8.0 Hz, 1H), 7.99 (s, 1H).
The synthetic route of 90347-66-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SUN PHARMA ADVANCED RESEARCH COMPANY LTD; SENGUPTA, Prabal; CHOKSHI, Hemant Ashvinbhai; PURI, Chetan Surjitsingh; CHIMANWALA, Sabbirhusen Yusufbhai; MEHTA, Varun Anilkumar; DESAI, Dipali Manubhai; CHITTURI, Trinadha Rao; THENNATI, Rajamannar; ATKINSON, Jonathan David Mark; WO2012/98416; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com