HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 58124828, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-Pyridinylboronic acid | HCID 2734378 | — |
| Reactant | HCID 58124908 | HCID 58124908 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 58124828 | HCID 58124828 | 56.2% |
Reaction Steps
A solution of 50 mg of 18d, 60 mg of K2CO3, 20 mg of 3-pyridylboronic acid and 15 mg of Pd(PPh3)4 in 2.5 ml of degassed 90% aq. dimethoxyethane was heated at 95° C. under N2 for 16 hr. The reaction mixture was cooled and poured into 1N NaOH. The product was extracted with ethyl acetate. The organic extract was washed twice with water, dried, concentrated and the residue was chromatographed over silica gel, using a gradient of heptane/acetone as eluent. The product thus isolated was treated with diethyl ether, to provide 28 mg of 18e as white crystalline material. Mp 193-194° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08431564B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-a91ae84c9272454eaad7889e63a28f15 |
| Source note | uspto-grants-2013_04 |