HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 3-Chloro-6-ethynylisoquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Chloro-6-((trimethylsilyl)ethynyl)isoquinoline | HCID 89995730 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-Chloro-6-ethynylisoquinoline | HCID 89995570 | 90% |
Reaction Steps
Potassium carbonate (9 mg, 0.0654 mmol) was added to a solution of 3-chloro-6-((trimethylsilyl)ethynyl)isoquinoline (Preparation 51, 170 mg, 0.654 mmol) in methanol (1 mL) and the reaction was stirred for 1 hour. Ethyl acetate (20 mL) was added and the organic solution was washed with water (20 mL), brine (20 mL), dried over sodium sulphate and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with 50% hexane in dichloromethane to afford the title compound as a white powder (110 mg, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334286B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-4b51848b615c4435928f4cbdc5c948ae |
| Source note | uspto-grants-2016_05 |