HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chloride → 2-(4-tert-Butyl-3-chlorophenoxy)-N-((1R)-1-{4-[(methylsulfonyl)amino]phenyl}ethyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chloride | HCID 10986715 | — |
| Reactant | (4-tert-Butyl-3-chlorophenoxy)acetic acid | HCID 21097497 | — |
| Reactant | N-{4-[(1R)-1-aminoethyl]phenyl}methanesulfonamide hydrochloride | HCID 66978143 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-(4-tert-Butyl-3-chlorophenoxy)-N-((1R)-1-{4-[(methylsulfonyl)amino]phenyl}ethyl)acetamide | HCID 11626315 | 41.5% |
Reaction Steps
(4-tert-Butyl-3-chlorophenoxy)acetic acid (121 mg, 0.50 mmol), 2-chloro-1,3-dimethylimidazolinium chloride (CDI) (86 mg, 0.53 mmol), triethylamine (0.5 ml) and N-{4-[(1R)-1-aminoethyl]phenyl}methanesulfonamide hydrochloride (125 mg, 0.50 mmol, Bioorganic & Medicinal Chemistry Letters, 2004, 14, 1751–1755) were treated in the same procedure described in Example 2(b) to give 91 mg (40% yield) of the titled compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07214824B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-6576a8fa64a042a2822db2145f29e506 |
| Source note | uspto-grants-2007_05 |