HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(1-(4-Amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one → N-(5-(4-amino-1-(1-(1-oxo-4-phenyl-1H-isochromen-3-yl)ethyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)pyridin-3-yl)-4-fluorobenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(1-(4-Amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one | HCID 118131053 | — |
| Reactant | 3-(1-(4-amino-3-(pyrazin-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one | HCID 118131283 | — |
| Reactant | 4-fluoro-N-(5-(trimethylstannyl)pyridin-3-yl)benzenesulfonamide | HCID 131735482 | — |
| Product | N-(5-(4-amino-1-(1-(1-oxo-4-phenyl-1H-isochromen-3-yl)ethyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)pyridin-3-yl)-4-fluorobenzenesulfonamide | HCID 118131380 | 17.4% |
Reaction Steps
The title compound was made in a similar way as that of the compound of example 52 from 4-fluoro-N-(5-(trimethylstannyl)pyridin-3-yl)benzenesulfonamide (Intermediate G9, 98 mg, 0.236 mmol) and 3-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one (intermediate D2a, 60 mg, 0.118 mmol) affording the title compound (13 mg, 0.021 mmol, 17.4% yield) as white solid
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-f016e8f7292c46e3be2c02480e14d120 |
| Source note | uspto-grants-2016_04 |