HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-(1-(6-Amino-9H-purin-9-yl)ethyl)-4-(3-(dimethylamino)phenyl)-1H-isochromen-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(1-Bromoethyl)-4-(3-(dimethylamino)phenyl)-1H-isochromen-1-one | HCID 118131056 | — |
| Reactant | HCID 178508693 | HCID 178508693 | — |
| Product | 3-(1-(6-Amino-9H-purin-9-yl)ethyl)-4-(3-(dimethylamino)phenyl)-1H-isochromen-1-one | HCID 118131124 | 37% |
Reaction Steps
The title compound was made in a similar way as that of the compound of example 1, using 3-(1-bromoethyl)-4-(3-(dimethylamino)phenyl)-1H-isochromen-1-one (intermediate C8, 86 mg, 0.231 mmol), 9H-purin-6-amine (46.8 mg, 0.347 mmol) and K2CO3 (47.9 mg, 0.347 mmol) to give the title compound (36 mg, 37%). The resulting mixture was straightforward purified via reverse phase chromatography with a Biotage C18 SNAP column (Phase A, water 95%, ACN 5%, formic acid 0.1%); Phase B ACN 95%, water 5%, formic acid 0.1%). The resulting product was further purified by Preparative HPLC (method 1) to give the title compound (12 mg, 12%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-5b59f75add2048119598877d987c37de |
| Source note | uspto-grants-2016_04 |