HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 123310675, compound → HCID 91809170, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 123310675 | HCID 123310675 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 91809170 | HCID 91809170 | 80% |
Reaction Steps
3-(1-(4-amino-3-(3-((tert-butyldimethylsilyl)oxy)-5-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one single enantiomer (intermediate Q.3, second eluted enantiomer under the conditions described above, 0.038 g, 0.063 mmol) was dissolved in a solution of 1M HCl in EtOH (0.2 mL) and stirred at room temperature for 5 hrs. The volatiles were removed under reduced pressure and the residue was purified by flash chromatography on silica gel cartridge (DCM to DCM:MeOH=97:3) to afford title compound as a white solid (0.025 g, 0.05 mmol, 80%). This compound proved to be the first eluted enantiomer under Chiral HPLC conditions of Method A5: Rt=7.3 min, ee>99%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-6124a97e224947518c5a2a5b65fb48ee |
| Source note | uspto-grants-2016_04 |