HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Difluorophenylboronic acid → (+,-) Cis Propane-2-sulfonic Acid [2-(2',4'-difluoro-biphenyl-4-yl)-cyclopentyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Difluorophenylboronic acid | HCID 2734334 | — |
| Reactant | (R,R) Propane-2-sulfonic acid [2-(4-iodo-phenyl)-cyclopentyl]-amide | HCID 10000637 | — |
| Product | (+,-) Cis Propane-2-sulfonic Acid [2-(2',4'-difluoro-biphenyl-4-yl)-cyclopentyl]-amide | HCID 59103249 | 31% |
Reaction Steps
The Suzuki coupling of (+,−) Cis propane-2-sulfonic acid [2-(4-iodo-phenyl)-cyclopentyl]-amide (710 mg, 1.81 mmol, prepared in example 17) and 2,4-difluorophenylboronic acid (285 mg, 1.81 mmol) was accomplished in a manner analogous to that described in example 27. The reaction was worked up in a manner analogous to example 3. Purification by silica chromatography using a Chromatotron® was achieved eluting with methylene chloride. Further purification was achieved by reverse phase C18 chromatography to afford 213 mg (31%) of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06639107B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-f3343884b7c64cd0ab69a37d02a1a920 |
| Source note | uspto-grants-2003_10 |