HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chloride → 2-(4-tert-Butyl-3-fluorophenoxy)-N-{3-methoxy-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-fluorophenoxy)acetic acid | HCID 21097504 | — |
| Reactant | N-[4-(aminomethyl)-3-methoxyphenyl]methanesulfonamide trifluoroacetic acid | HCID 69124640 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-(4-tert-Butyl-3-fluorophenoxy)-N-{3-methoxy-4-[(methylsulfonyl)amino]benzyl}acetamide | HCID 21097463 | 20% |
Reaction Steps
(4-tert-Butyl-3-fluorophenoxy)acetic acid (113 mg, 0.5 mmol), 2-chloro-1,3-dimethylimidazolinium chloride (CDI) (89 mg, 0.55 mmol), triethylamine (0.33 ml) and N-[4-(aminomethyl)-3-methoxyphenyl]methanesulfonamide trifluoroacetic acid (258 mg, 0.75 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 1/1) to furnish 43 mg (20% 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-e26d44f64d1548209a56230dc778143b |
| Source note | uspto-grants-2007_05 |