HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethynyl-4-fluorobenzene → {4-[3-(4-Fluoro-phenylethynyl)-5-(4-methanesulfonyl-benzyloxy)-phenyl-sulfanyl]-2-methyl-phenoxy}-acetic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethynyl-4-fluorobenzene | HCID 522627 | — |
| Reactant | {4-[3-Bromo-5-(4-methanesulfonyl-benzyloxy)phenylsulfanyl]-2-methyl-phenoxy}-acetic acid ethyl ester | HCID 57791903 | — |
| Reactant | {4-[3-[2-(4-Chloro-phenyl)-ethoxy]-5-(4-hydroxymethyl-phenylethynyl)-phenylsulfanyl]-2-methylphenoxy}-acetic acid ethyl ester | HCID 67024299 | — |
| Product | {4-[3-(4-Fluoro-phenylethynyl)-5-(4-methanesulfonyl-benzyloxy)-phenyl-sulfanyl]-2-methyl-phenoxy}-acetic acid ethyl ester | HCID 67169843 | — |
Reaction Steps
The title product was prepared from {4-[3-Bromo-5-(4-methanesulfonyl-benzyloxy)-phenylsulfanyl]-2-methyl-phenoxy}-acetic acid ethyl ester (335 mg; 0.59 mmol), 1-ethynyl-4-fluorobenzene (142.3 mg; 1.19 mmol) applying the procedure described for {4-[3-[2-(4-Chlorophenyl)-ethoxy]-5-(4-hydroxymethyl-phenylethynyl)-phenylsulfanyl]-2-methyl-phenoxy}-acetic acid ethyl ester. The crude product was purified by preparative HPLC (method B). Yield: 140 mg (39%). HPLC-MS: m/z: 605.5 (M+H)+; Rt: 2.80 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08426473B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-2697d567be7f40a8b0933ea2064ef6a0 |
| Source note | uspto-grants-2013_04 |