HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 1-tert-Butoxycarbonyl-4-[2-(2-fluoro-4-methoxy-phenylsulfanyl)-5-fluoro-phenyl]-piperidine-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | 3-Fluoro-4-nitrophenol | HCID 520948 | — |
| Reactant | 4-Amino-3-fluorophenol | HCID 2735919 | — |
| Reactant | 2-Fluoro-1-iodo-4-methoxybenzene | HCID 21187203 | — |
| Reactant | 4-(5-Fluoro-2-mercapto-phenyl)-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester | HCID 68682113 | — |
| Product | 1-tert-Butoxycarbonyl-4-[2-(2-fluoro-4-methoxy-phenylsulfanyl)-5-fluoro-phenyl]-piperidine-4-ol | HCID 68685410 | — |
Reaction Steps
Prepared from 4-hydroxy-4-(2-mercapto-5-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester and 2-fluoro-1-iodo-4-methoxy-benzene (prepared from 3-fluoro-4-nitro-phenol by reduction to 4-amino-3-fluoro-phenol as reported by Hogdson and Nicholson J. Chem. Soc. 1941, 645-646 followed by diazotization according to the general procedure by Tunney and Stille J. Org. Chem. 1987, 52, 748-753 followed by alkylation with methyl iodide according to the general procedure by Uozumi et al. J. Org. Chem. 1993, 58, 1945-1945).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07732463B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-eb6764547d314c8091b2eae6455fe324 |
| Source note | uspto-grants-2010_06 |