HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 3792615, compound → Ethyl 2-hydroxy-5-[[4-[(3-methyl-2-pyridinylamino)sulfonyl]phenyl]ethynyl]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 3792615 | HCID 3792615 | — |
| Reactant | Ethyl 5-ethynyl-2-hydroxybenzoate | HCID 19423366 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Ethyl 2-hydroxy-5-[[4-[(3-methyl-2-pyridinylamino)sulfonyl]phenyl]ethynyl]benzoate | HCID 19423387 | — |
Reaction Steps
Tetrakis(triphenylphosphine)palladium (0.29 g, 0.25 mmol) and copper(I)iodide (0.095 g, 0.5 mmol) were, added to a solution of ethyl 5-ethynyl-2-hydroxybenzoate (10.5 g, 55 mmol) and 4-iodo-N-(3-methyl-2-pyridinyl)benzenesulfonamide (18.7 g, 50 mmol) in tetrahydrofuran (75 ml) and triethylamine (75 ml) at 55° C. After 2 h the solid product was collected with filtration and washed with hydrochloric acid (1M). The material was boiled in formic acid (300 ml) for 15 nun. and filtered. Water (200 ml) was added and the product crystallized upon cooling. Yield 17.3 g (79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05302718 |
| Source dataset | uspto-grants-1994_04 |
| ORD ID | ord-79c175d99c2743b3868acff9fb4b39ae |
| Source note | uspto-grants-1994_04 |