HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Trifluoromethoxy)phenylboronic acid → (+,-) Cis Propane-2-sulfonic Acid [2-(4'-trifluoromethoxy-biphenyl-4-yl)-cyclopentyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Trifluoromethoxy)phenylboronic acid | HCID 2734386 | — |
| Reactant | (R,R) Propane-2-sulfonic acid [2-(4-iodo-phenyl)-cyclopentyl]-amide | HCID 10000637 | — |
| Product | (+,-) Cis Propane-2-sulfonic Acid [2-(4'-trifluoromethoxy-biphenyl-4-yl)-cyclopentyl]-amide | HCID 69113142 | 44% |
Reaction Steps
The Suzuki coupling of (+,−) Cis propane-2-sulfonic acid [2-(4-iodo-phenyl)-cyclopentyl]-amide (203 mg, 0.52 mmol, prepared in example 17) and 4-trifluoromethoxyphenylboronic acid (128 mg, 0.62 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 methylene chloride, followed by a second chromatography eluting with 0.2% MeOH/methylene chloride to afford 97 mg (44%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06639107B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-bf9c8ce19505473cacafc7e623bcd661 |
| Source note | uspto-grants-2003_10 |