HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 178456863, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-butyl N-(9-tritylpurin-6-yl)carbamate | HCID 70974658 | — |
| Reactant | 3-(1-Bromopropyl)-4-phenyl-1H-isochromen-1-one | HCID 118131182 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178456863 | HCID 178456863 | 2.4% |
Reaction Steps
The title compound was made in a similar way as that of the compound of example 21, from tert-butyl 9-trityl-9H-purin-6-ylcarbamate (167 mg, 0.350 mmol), 3-(1-bromopropyl)-4-phenyl-1H-isochromen-1-one (intermediate C20, 100 mg, 0.291 mmol) and 50% dispersion in mineral oil NaH (21 mg, 0.870 mmol) in DMF at 55° C. The crude was purified via reverse phase chromatography with a column stacking of two Biotage C18 30 g SNAP column (Phase A, water 95%, ACN 5%, formic acid 0.1%); Phase B ACN 95%, water 5%, formic acid 0.1%) and further purified by Preparative HPLC (method 1) to give the title compound (2.8 mg, 2.4%) as a colourless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-5947bb1296704c6686fc16fada640522 |
| Source note | uspto-grants-2016_04 |