HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → HCID 86685972, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 86685969 | HCID 86685969 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86685972 | HCID 86685972 | 48% |
Reaction Steps
To solution of propan-2-ol (3.6 mg, 0.06 mmol) in dry DMF (1 mL) was added NaH (1.5 mg, 0.06 mmol) at 0° C. The reaction mixture was stirred at room temperature for 5 min before 6-chloro-2-(5-chloromethyl-pyridin-3-yl)-3,4-dihydro-2H-isoquinolin-1-one (15 mg, 0.05 mmol, example 140 [A]) was added. The resulting reaction mixture was then stirred at room temperature for 1 hour before it was poured into ice-water and extracted with EtOAc (2×5 mL). The organic layer was dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product which was then purified by prep-HPLC to give title compound (8 mg, 48%) as a white solid. MS: 331.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133158B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-30f12ebb19ac44c2aedaddefc9a9df77 |
| Source note | uspto-grants-2015_09 |