HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(3-ethynylphenyl)-1,1,1-trifluoromethanesulfonamide → 3-{3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-6-[2-(3-trifluoromethanesulfonamidophenyl)-ethinyl]-2-pyridyl}-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(3-ethynylphenyl)-1,1,1-trifluoromethanesulfonamide | HCID 19957419 | — |
| Reactant | 3-{6-iodo-3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-2-pyridyl}-propionic acid methyl ester | HCID 86750763 | — |
| Product | 3-{3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-6-[2-(3-trifluoromethanesulfonamidophenyl)-ethinyl]-2-pyridyl}-propionic acid methyl ester | HCID 67703872 | 32.7% |
Reaction Steps
Under the conditions of example 5 A, 370 mg of crude N-(3-ethinylphenyl)-1,1,1-trifluoromethanesulfonamide is reacted with 735 mg of 3-{6-iodo-3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-2-pyridyl}-propionic acid methyl ester, worked up, and the crude product is chromatographed on silica gel with hexane/0-20% ethyl acetate. 299 mg of 3-{3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-6-[2-(3-trifluoromethanesulfonamidophenyl)-ethinyl]-2-pyridyl}-propionic acid methyl ester is obtained as oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05624943 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-92fce624ee944e138732a081936d55d8 |
| Source note | uspto-grants-1997_04 |