Related Products of 181765-86-6,Some common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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.
A mixture of methyl 5-bromo-2-iodobenzoate (300 mg, 0.880 mmol), aniline (115 mg, 1.23 mmol), Pd2(dba)3(8.1 mg, 0.0088 mmol), Xantphos (10.2 mg, 0.0176 mmol), and Cs2C03(401 mg, 1.23 mmol) suspended in anhydrous dioxane (1.5 mL) was heated at 100 C under N2atmosphere for 16 hours. The reaction mixture was diluted with EtOAc (100 mL) and washed with brine (100 mL). The organic phase was dried over anhydrous Na2S04and concentrated under reduced pressure. Purification by flash column chromatography (hexanes to 80:20 hexanes/EtOAc) afforded 11a as a yellow oil (234 mg, 87% yield). Rf= 0.63 (hexanes/EtOAc 90: 10 v/v). MHz, CDCI3) delta 9.42 (br s, 1H), 8.07 (d, .7= 2.3 Hz, 1H), 7.39-7.32 (m, 3H), 7.22 (d, J= 7.8 Hz, 2H), 7.12 (t, J= 8.4 Hz, 2H), 3.91 (s, 3H).13C NMR (101 MHz, CDCI3) delta 168.0, 147.2, 140.3, 136.9, 134.0, 129.6, 124.3, 123.0, 115.9, 113.3, 108.4, 52.2. MS (ESI+) calculated for [Ci4Hi3BrN02]+[M+H]+, 306.0; found 306.1.
The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; YALE UNIVERSITY; JORGENSEN, William L.; TRIVEDI-PARMAR, Vinay; (142 pag.)WO2019/178480; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com