HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 18172419, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,5-Dimethylisoxazole-4-sulfonyl chloride | HCID 2736319 | — |
| Reactant | 6-Benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline | HCID 18172417 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18172419 | HCID 18172419 | 104% |
Reaction Steps
3,5-Dimethylisoxazole-4-sulfonyl chloride (0.034 g, 0.18 mmol) was added to a solution of 6-benzyloxy-1-[4-(2-pyrrolidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline (0.075 g, 0.18 mmol) and Et3N (0.037 ml, 0.26 mmol) in anhydrous THF (10 ml) at rt under N2. The resulting suspension was stirred at rt for 21 hr, then evaporated in vacuo to a residue that was suspended in a mixture of saturated NaHCO3 solution (4 ml) and H2O (4 ml). This was extracted with CHCl3 (4×5 ml) and the combined extracts were dried over MgSO4, then concentrated in vacuo to give 0.110 g of yellow oil. Purification by flash chromatography, eluting with EtOAc:MeOH (1:1) gave 0.078 g (76% yield) of white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06608203B2 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-08a9d0d589564b77b253e3b5d765f5ef |
| Source note | uspto-grants-2003_08 |