HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3-Fluoro-5-methoxyphenyl)boronic acid → HCID 178492931, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3-Fluoro-5-methoxyphenyl)boronic acid | HCID 2763243 | — |
| Reactant | HCID 178508725 | HCID 178508725 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178492931 | HCID 178492931 | 18.2% |
Reaction Steps
3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (1.52 g, 5.82 mmol), 3-fluoro-5-methoxyphenylboronic acid (1.4 g, 8.24 mmol), Pd(dppf)Cl2 (0.18 g, 0.246 mmol) and 8.7 mL of 1M NaOHaqueous (8.73 mmol) were reacted in DMF (13 mL) under Ar at 120° C. for 48 hrs. The reaction was quenched by the addition of 1M HClaqueous (10 mL), dried under reduced pressure and the dark crude oil purified via flash chromatography on silica gel using a Biotage 100G SNAP with a gradient of DCM and iPrOH to give the title compound (275 mg, 18.2%) as yellowish solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-4a36f1540a4b4a8aa859cbc4373587e0 |
| Source note | uspto-grants-2016_04 |