HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chloride → 2-[4-tert-Butyl-3-(cyclopropylmethoxy)phenoxy]-N-{3-fluoro-4-[(methylsulfonyl)amino]benzyl}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-(cyclopropylmethoxy)phenoxy]acetic acid | HCID 21097500 | — |
| Reactant | N-[4-(aminomethyl)-2-fluorophenyl]methanesulfonamide hydrochloride | HCID 21097525 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-[4-tert-Butyl-3-(cyclopropylmethoxy)phenoxy]-N-{3-fluoro-4-[(methylsulfonyl)amino]benzyl}acetamide | HCID 21097461 | 78.6% |
Reaction Steps
[4-tert-Butyl-3-(cyclopropylmethoxy)phenoxy]acetic acid (139 mg, 0.5 mmol), 2-chloro-1,3-dimethylimidazolinium chloride (CDI) (89 mg, 0.6 mmol), triethylamine (0.2 ml) and N-[4-(aminomethyl)-2-fluorophenyl]methanesulfonamide hydrochloride (140 mg, 0.6 mmol) were treated in the same procedure described in Example 2(b). The crude residue was applied to a silica gel chromatography column and eluted with a volume mixture of hexane and ethyl acetate (3/1) to furnish 188 mg (78% yield) of the title 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-57cd639bd7354aca9e2c5206037dd80c |
| Source note | uspto-grants-2007_05 |