Downstream synthetic route of 900514-08-1

900514-08-1 5-Chloro-3-iodo-7-azaindole 24229220, aindole-building-block compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.900514-08-1,5-Chloro-3-iodo-7-azaindole,as a common compound, the synthetic route is as follows.

900514-08-1, Example 26: Synthesis of 5-chloro-3-iodo-l-triisopropylsilanyl-lH-pyrrolo|2,3-b]pyridine 144[0234] 5-Chloro-3-iodo-l -tnisopropylsilanyl-lH-pyrrolo[2,3-b]pyridine 144 was synthesized in one step from 5-Chloro-3-iodo-lH-pyrrolo[2,3-b]py?dine 150 as shown in Scheme 49Scheme 49Step I – Preparation oj 5~Chloro-3-iotaodo-l-trusopropylsiotalanyl-lH-pvrrolo[2,3-b] pyridine (144) [0235] 5-Chloro-3-iodo-lH-pyrrolof2,3-b]pyridine (150, 31 2 g, 0 112 mol) was dissolved in N- methylpyrrohdinone (800 mL) and NaH (60% dispersion, 4 93 g, 0 123 mol) was added at room temperature The resulting mixture was stirred for 30 minutes To this mixture was then added t?isopropylsilylchlo?de (24 0 mL, 0 1 12 mol) and the resulting mixture was stirred for 2 hours The reaction was quenched with water and extracted with ethyl acetate three times, washed by brmc, dried, filtered, and concentrated in vacuo The residue was subjected to silica gel flash chromatography (eluted by heptane to 5% ethyl acetate/heptane) to afford the desired compound (43 g, 88 %) as a pale-yellow solid.

900514-08-1 5-Chloro-3-iodo-7-azaindole 24229220, aindole-building-block compound, is more and more widely used in various fields.

Reference:
Patent; PLEXXIKON, INC.; WO2008/80001; (2008); A2;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles