HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(1-hydroxyethyl)-4-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-isochromen-1-one → 3-(1-(4-amino-3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-isochromen-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(1-hydroxyethyl)-4-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-isochromen-1-one | HCID 118131455 | — |
| Reactant | HCID 178492931 | HCID 178492931 | — |
| Product | 3-(1-(4-amino-3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-isochromen-1-one | HCID 118131383 | 8% |
Reaction Steps
The title compound was made in a similar way as that of example 134, step a, from 3-(1-hydroxyethyl)-4-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-isochromen-1-one (Intermediate B46, 750 mg, 1.982 mmol) and 3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (Intermediate G1, 565 mg, 2.18 mmol) to give 3-(1-(4-amino-3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-isochromen-1-one (98 mg, 0.158 mmol, 7.98% yield) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-849cf8274f3a40cfab4edd0fe2505534 |
| Source note | uspto-grants-2016_04 |