HuagongsheHuagongshe Chemistry Print Report · For research reference only
TBAF tetrahydrofuran → HCID 71735796, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | TBAF tetrahydrofuran | HCID 11078149 | — |
| Reactant | HCID 123555131 | HCID 123555131 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 71735796 | HCID 71735796 | 16.5% |
Reaction Steps
To a solution of 3-(6-{4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-piperazin-1-yl}-pyridin-3-yl)-5-methyl-2H-isoquinolin-1-one (214 mg, 0.45 mmol) in THF (1.5 mL) at 5° C. was added 1M TBAF/THF (0.58 mL, 0.58 mmol) dropwise. The reaction mixture was allowed to warm to RT and stirred for 1 h. The reaction mixture was diluted with EtOAc (10 mL) and washed with water and brine. The organic layer was concentrated in vacuo and purified by reverse phase preparative HPLC-MS to obtain 3-{6-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-pyridin-3-yl}-5-methyl-2H-isoquinolin-1-one as a yellow solid (27 mg, 16%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193689B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-9782f74d48c54ba8bc014f7e3c32bfd8 |
| Source note | uspto-grants-2015_11 |