HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Bromo-1-(cyclohexylmethyl)-N-cyclopropyl-2-methyl-1H-pyrrole-3-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 1-(Cyclohexylmethyl)-N-cyclopropyl-2-methyl-1H-pyrrole-3-sulfonamide | HCID 70869087 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Bromo-1-(cyclohexylmethyl)-N-cyclopropyl-2-methyl-1H-pyrrole-3-sulfonamide | HCID 70869151 | 85.3% |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
To a solution of compound 3c (3.0 g, 10.0 mmol) in THF (80 mL) at −78° C. was added a solution of NBS (1.78 g, 10.0 mmol) in THF (50 mL) and the solution was stirred for 2 h at −78° C. Water was added and the solution was extracted with EA twice. The combined organic layers were dried over Na2SO4, filtered, concentrated and purified CC (EA/PE=1/5) to give compound 3d (3.2 g, 85%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946446B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-f9fccbfabcd24cb8ae8ce87bb4e8da21 |
| Source note | uspto-grants-2015_02 |