HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,5-Dichlorophenylboronic acid → HCID 178428711, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,5-Dichlorophenylboronic acid | HCID 2734331 | — |
| Reactant | HCID 178428704 | HCID 178428704 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 178428711 | HCID 178428711 | 30.9% |
Reaction Steps
The title compound is synthesized according to General Procedure A. 100 mg of 2-[2-(2-amino-4-methylpyridin-6-yl)ethyl]-6-bromo-3H-imidazo[4,5-b]pyridine in 5.0 ml dioxane, 903 μl Na2CO3 solution, 65 mg of 3,5-dichlorophenylboronic acid, 13 mg of PdCl2(PCy3)2, 120° C. for 64 h. During extraction with 20 ml of CH2Cl2/H2O the title compound starts precipitating in the organic layer. Subsequently, 37 mg of the pure title compound can be obtained as a colorless powder after filtration and lyophilization from 2.0 ml dioxane and 1.0 ml water. M.p. 224° C. ESI-MS: 398.3, 400.2, 402.3 (MH+; 100%, 65%, 13%). TLC: Rf=0.24 (dichloromethane/methanol 10:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07781453B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-5a336b6f22664a4fbc683e04d3cca55c |
| Source note | uspto-grants-2010_08 |