HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Chloro-2-cyanophenylboronic acid → 4-Chloro-2-[2-methoxy-5-(2,2,2-trifluoroethoxy)pyridin-4-yl]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Chloro-2-cyanophenylboronic acid | HCID 46738934 | — |
| Reactant | 4-Iodo-2-methoxy-5-(2,2,2-trifluoroethoxy)pyridine | HCID 117605773 | — |
| Product | 4-Chloro-2-[2-methoxy-5-(2,2,2-trifluoroethoxy)pyridin-4-yl]benzonitrile | HCID 117604830 | — |
Reaction Steps
500 mg (purity 94%, 1.41 mmol) of 4-iodo-2-methoxy-5-(2,2,2-trifluoroethoxy)pyridine and 282 mg (1.55 mmol, 1.1 eq.) of 5-chloro-2-cyanophenylboronic acid in the presence of [1,1-bis(diphenylphosphino)ferrocene]palladium(II) chloride/dichloromethane monoadduct were reacted according to General Method 2A. The crude product was purified by flash chromatography (silica gel 50, cyclohexane/ethyl acetate gradient). Yield: 168 mg (33% of theory)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434690B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-18e6d29a66e342a7b89363ca8ae4b7ca |
| Source note | uspto-grants-2016_09 |