HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-[3-Oxo-7-(3-phenyl-prop-1-ynyl)-2H-6-azaisoquinolin-2-ylmethyl]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzylacetylene | HCID 575753 | — |
| Reactant | 3-(7-bromo-3-oxo-2H-6-azaisoquinolin-2-ylmethyl)benzonitrile | HCID 22268232 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-[3-Oxo-7-(3-phenyl-prop-1-ynyl)-2H-6-azaisoquinolin-2-ylmethyl]benzonitrile | HCID 22268242 | — |
Reaction Steps
The coupling of 3-(7-bromo-3-oxo-2H-6-azaisoquinolin-2-ylmethyl)benzonitrile (0.85 g, 2.51 mmol) with 3-phenyl-1-propyne (0.78 mL, 6.3 mmol) using triethylamine (0.70 mL, 5.0 mmol), CuI (0.034 g, 0.18 mmol), and Pd(Ph3P)4 (0.20 g, 0. 17 mmol) in dimethylformamide is carried out as described in Example 1, Step (2). Purification is carried out on a silica gel column eluted with hexanes/ethyl acetate 3:1 to give the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06974822B2 |
| Source dataset | uspto-grants-2005_12 |
| ORD ID | ord-7be664eeb56046b0858dc0dbdfac00ed |
| Source note | uspto-grants-2005_12 |