HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Acetate → 1-(7-Fluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-yl)-3,3-dimethyl-2,3-dihydro-1h-pyrrolo[3,2-b]pyridin-6-ylboronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reactant | 4-(6-Bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline | HCID 67285590 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-(7-Fluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-yl)-3,3-dimethyl-2,3-dihydro-1h-pyrrolo[3,2-b]pyridin-6-ylboronic acid | HCID 67284929 | — |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
Prepared according to procedure O using 4-(6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (100 mg, 0.22 mmol), Pd(PCy3)2 (14.4 mg, 0.022 mmol), bis(pinacolato)diboron (60 mg, 0.24 mmol) and potassium acetate (35 mg, 0.32 mmol) in 1,4-dioxane (4.0 mL) and heating at 120° C. in the microwave for 1 h. After aqueous work up 1-(7-fluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-yl)-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridin-6-ylboronic acid was obtained as a colorless film. Mass Spectrum (ESI) m/e=429 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765940B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-e5322139d1984a8da18c4e3ca57f6be0 |
| Source note | uspto-grants-2014_07 |