HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → N-(4-bromo-3-methyl-5-isoxazolyl)-2-(4-methoxybenzyl)benzo[b]thiophene-3-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Bromo-3-methylisoxazol-5-amine | HCID 10487519 | — |
| Reactant | 2-(4-Methoxybenzyl)-benzo[b]thiophene-3-sulfonylchloride | HCID 22998510 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(4-bromo-3-methyl-5-isoxazolyl)-2-(4-methoxybenzyl)benzo[b]thiophene-3-sulfonamide | HCID 10278228 | — |
Reaction Steps
N-(4-bromo-3-methyl-5-isoxazolyl)-2-(4-methoxybenzyl)-benzo[b]thiophene-3-sulfonamide was prepared by the method of Example 41 with 4-bromo-3-methyl-5-aminoisoxazole (0.48 mmoles, 85 mg), NaH (1.2 mmoles, 48 mg), 2-(4-methoxybenzyl)-benzo[b]thiophene-3-sulfonylchloride (0.53 mmoles, 0.19 g) and THF (3 ml). Flash chromatography (50% ethyl acetate/hexanes) followed by recrystallization from methanol and water provided 46 mg (20%) of a white crystalline solid, m.p. 120-122° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05962490 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-a12f54413be74c798883e24763ffd44f |
| Source note | uspto-grants-1999_10 |