HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 118131394, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 118131387 | HCID 118131387 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Product | HCID 118131394 | HCID 118131394 | 76.1% |
Reaction Steps
1M Boron tribromide in DCM (2.1 ml, 2.100 mmol) was added to a solution of 3-(1-(4-amino-3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(2,2,6,6-tetramethyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-isochromen-1-one hydrochloride (226 mg, 0.373 mmol) in DCM (12 ml) and the resulting mixture was stirred at rt for 16 hrs. The suspension was slowly added at 0° C. to EtOH. The resulting mixture was concentrated under reduced pressure. Purification by RP-flash chromatography (Biotage 30 g C18 column, gradient elution from 100:0 to 60:40 A/B in 15 CV; A: water/MeCN 95/5+0.01% HCOOH, B: water/MeCN 5/95+0.01% HCOOH) yielded the title compound (168 mg, 0.284 mmol, 76% yield) as a pale yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-eb2657d99f6a480aa9d3ac0945638489 |
| Source note | uspto-grants-2016_04 |