HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylboronic Acid → HCID 19799252, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 15712506 | HCID 15712506 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Product | HCID 19799252 | HCID 19799252 | 90.9% |
Reaction Steps
A mixture of 6-bromo-2,3,4,5-tetrahydro-5-methyl-1H-pyrido[4,3-b]indol-1-one (200 mg), phenylboronic acid (131 mg), tetrakis(triphenylphosphine)palladium (0) (11 mg) and 2N sodium carbonate (5 ml) in DME (10 ml) was heated at reflux for 3 h. The cooled mixture was diluted with 2N sodium carbonate (50 ml) and extracted with dichloromethane (3 100 ml). The combined organic extracts were concentrated in vacuo and the residue was purified by FCC eluting with System A (100:8:1) to give a solid (180 mg) which was triturated with ether (20 ml) to give the title compound (160 mg), m.p. 242°-245°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05183820 |
| Source dataset | uspto-grants-1993_02 |
| ORD ID | ord-92d08e31cd124c84a8733e500192d496 |
| Source note | uspto-grants-1993_02 |