HuagongsheHuagongshe Chemistry Print Report · For research reference only
Barium hydroxide, octahydrate → 1-(1-Ethylpropyl)-7-mesityl-4-methyl-1H-pyrrolo[3,2-c]quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Barium hydroxide, octahydrate | HCID 17749109 | — |
| Reactant | Mesitylboric acid | HCID 22237855 | — |
| Reactant | 1-(1-ethylpropyl)-7-iodo-4-mesityl-1H-pyrrolo[3,2-c]quinoline | HCID 22249770 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,1-Dimethoxyethane | HCID 10795 | — |
| Product | 1-(1-Ethylpropyl)-7-mesityl-4-methyl-1H-pyrrolo[3,2-c]quinoline | HCID 22249675 | 51% |
Reaction Steps
A solution of 1-(1-ethylpropyl)-7-iodo-4-mesityl-1H-pyrrolo[3,2-c]quinoline (32 mg, 0.09 mmol), mesitylboric acid (17 mg, 0.10 mmol), Pd(PPh3)4 (5 mg, 4.23×10−3 mmol) and barium hydroxide octahydrate (40 mg, 0.13 mmol) in 2,2-dimethoxyethane (6.0 mL) and water (1.0 mL) was stirred at 80 for one day. After filtering through Celite, the filtrate was diluted with ethyl acetate, washed with brine, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (10% ethyl acetate/hexane), to give the title compound (17 mg) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06927221B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-747158b051b24bea9d6fc25677590ba4 |
| Source note | uspto-grants-2005_08 |