HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 118131033, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | HCID 118131197 | HCID 118131197 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 118131033 | HCID 118131033 | 49.6% |
Reaction Steps
The title compound was made in a similar way as that of the intermediate C6, using 3-(1-hydroxyethyl)-4-(3-(morpholinosulfonyl)phenyl)-1H-isochromen-1-one (intermediate B9, 163 mg, 0.392 mmol), 1M PBr3 (0.68 ml, 0.667 mmol) in DCM (3.2 ml) at RT. The crude was tritured with DMF to give the title compound (93 mg, 49%). The solution was purified via reverse phase chromatography with a Biotage C18 SNAP 30 g column (Phase A, water 95%, ACN 4.9%, formic acid 0.1%); Phase B ACN 99.9%, formic acid 0.1%) to give further compound (68 mg, 36.2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-82723819c0884e358effdd83245d476b |
| Source note | uspto-grants-2016_04 |