HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Fluoro-5-hydroxybenzeneboronic acid → 3-(1-(4-amino-3-(3-fluoro-5-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-benzyl-1H-isochromen-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Fluoro-5-hydroxybenzeneboronic acid | HCID 44717308 | — |
| Reactant | 3-(1-(4-amino-3-(2-aminopyrimidin-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one | HCID 118131305 | — |
| Reactant | 3-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-benzyl-1H-isochromen-1-one | HCID 118131476 | — |
| Product | 3-(1-(4-amino-3-(3-fluoro-5-hydroxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-benzyl-1H-isochromen-1-one | HCID 118131142 | 29.8% |
Reaction Steps
The title compound was made in a similar way as that of the compound of example 51 from 3-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-benzyl-1H-isochromen-1-one (Intermediate D15, 45 mg, 0.086 mmol), (3-fluoro-5-hydroxyphenyl)boronic acid (26.8 mg, 0.172 mmol), to give the title compound (13 mg, 19.8%) as brown pale solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-bbb2a0e7c0d449bfbd50f37c06cc333a |
| Source note | uspto-grants-2016_04 |