HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → 5-Bromo-N-(tert-butyl)-1-(cyclohexylmethyl)-1H-pyrrole-3-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | N-(tert-Butyl)-1-(cyclohexylmethyl)-1H-pyrrole-3-sulfonamide | HCID 86719140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Bromo-N-(tert-butyl)-1-(cyclohexylmethyl)-1H-pyrrole-3-sulfonamide | HCID 86719141 | 85% |
Reaction Steps
To a stirred mixture of compound 27e (280 mg, 0.94 mmol) in dry THF (3 mL) was added NBS (200 mg, 1.13 mmol) at −78° C. and the solution was stirred at this temperature for 30 min, quenched with water and extracted with EA twice. The combined organic layers were washed with water (3×) and brine, concentrated and purified by CC (PE/EA=5/1) to give compound 27f (300 mg, 85%) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946446B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-0ffc69c3bcb64032bb271df9625b403c |
| Source note | uspto-grants-2015_02 |