HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 67521166, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Amino-3-bromopyridine | HCID 817700 | — |
| Reactant | Benzo[b]furan-2-boronic acid | HCID 2776266 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 67521166 | HCID 67521166 | — |
Reaction Steps
A mixture of 2-amino-3-bromopyridine (1.0 g, 5.7 mmol), benzofuran-2-boronic acid (1.03 g, 6.4 mmol), Pd(dppf)2Cl2 (50 mg) and K2CO3 (1.83 g, 13.3 mmol) in dioxane/H2O (4:1, 5 under nitrogen at 80° C. for 16 h, cooled to RT, and concentrated in vacuo. The solid residue thus obtained was dissolved in EtOAc (30 mL) and washed with water (20 mL) and dried in vacuo. The crude material was purified by chromatography on silica gel using EtOAc/Hexanes (1:4) to give the title compound. 1H NMR (CDCl3, 300 MHz): δ=5.61 (brs, 2H), 6.82 (dd, J=7.2, 4.1 Hz, 1H), 7.05 (s, 1H), 7.25-7.28 (m, 2H), 7.60 (d, J=7.2 Hz, 1H), 7.66 (d, J=7.2 Hz, 1H), 7.94 (d, J=2.4 Hz, 1H), 8.19 (d, 2.4 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178668B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-06bb6c980b164e7ea3d74f1f0afa8bfb |
| Source note | uspto-grants-2012_05 |