HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → 5-{3-[2-[4'-(2-Cyclopentyl-1-hydroxy-ethyl)-biphenyl-4-ylmethyl]-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidin-3-one-1,1-dioxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | m-Aminoacetanilide | HCID 7604 | — |
| Reactant | 5-{3-[2-(4-Bromo-benzyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidine-3-one-1,1-dioxide | HCID 59305509 | — |
| Reactant | 2-Cyclopentyl-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-ethanol | HCID 68585558 | — |
| Reactant | Bromo-thiadiazolidinone | HCID 86614319 | — |
| Product | 5-{3-[2-[4'-(2-Cyclopentyl-1-hydroxy-ethyl)-biphenyl-4-ylmethyl]-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidin-3-one-1,1-dioxide | HCID 59305472 | — |
| Product | 3-[2-(4-Bromo-benzyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenylamine | HCID 68583193 | — |
Reaction Steps
3-[2-(4-Bromo-benzyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenylamine was prepared from 3-aminoacetanilide according to general procedure M, then the aniline was converted to 5-{3-[2-(4-bromo-benzyl)-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidin-3-one-1,1-dioxide as described in general procedures E and F. The bromo-thiadiazolidinone (100 mg, 0.17 mmol) was coupled with 2-cyclopentyl-1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-ethanol according to general procedure G to provide 5-{3-[2-[4′-(2-cyclopentyl-1-hydroxy-ethyl)-biphenyl-4-ylmethyl]-4-(2,4-dichloro-phenyl)-imidazol-1-yl]-phenyl}-1,2,5-thiadiazolidin-3-one-1,1-dioxide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723369B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-851521f58a0b4f3787b61c54fe13c8f0 |
| Source note | uspto-grants-2010_05 |