HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3-Acetamidophenyl)boronic acid → (+,-) Cis Propane-2-sulfonic Acid [2-(3'-acetamido-biphenyl-4-yl)-cyclopentyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3-Acetamidophenyl)boronic acid | HCID 157274 | — |
| Reactant | (R,R) Propane-2-sulfonic acid [2-(4-iodo-phenyl)-cyclopentyl]-amide | HCID 10000637 | — |
| Product | (+,-) Cis Propane-2-sulfonic Acid [2-(3'-acetamido-biphenyl-4-yl)-cyclopentyl]-amide | HCID 59103250 | 42% |
Reaction Steps
The Suzuki coupling of (+,−) Cis propane-2-sulfonic acid [2-(4-iodo-phenyl)-cyclopentyl]-amide (200 mg, 0.51 mmol, prepared in example 17) and 3-acetamidophenylboronic acid (109 mg, 0.61 mmol) was accomplished in a manner analogous to the procedure 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 2% methanol/methylene chloride to afford 85 mg (42%) of the title compound as a white solid when concentrated from ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06639107B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-ff8551345027468f90e872291563a0c8 |
| Source note | uspto-grants-2003_10 |