HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → 1-((3-Bromo-4-fluorophenyl)sulfonyl)pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Bromo-4-fluorobenzene-1-sulfonyl chloride | HCID 21886733 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-((3-Bromo-4-fluorophenyl)sulfonyl)pyrrolidine | HCID 86721071 | 67% |
Reaction Steps
To a solution of 3-bromo-4-fluorobenzene-1-sulfonyl chloride (0.83 g, 2.73 mmol) in tetrahydrofuran (10 mL) under argon was added diisopropylethylamine (0.525 mL, 3.00 mmol) followed by pyrrolidine (0.183 mL, 2.73 mmol). The reaction mixture was stirred at ambient temperature for 2 hours. The reaction mixture was partitioned between diethyl ether and aqueous ammonium chloride. The organic layer was separated, dried over anhydrous magnesium sulfate, filtered, and concentrated. The resulting residue was triturated with diethyl ether/heptane at −20° C. to provide the title compound (0.56 g, 67% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321764B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-8f3e01af71bd49008c6f82c4248bdb71 |
| Source note | uspto-grants-2016_04 |