HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cycloheptyl-ethoxy}-3,5-difluoro-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Di-tert-butyl azodicarboxylate | HCID 97268 | — |
| Reactant | Methyl 3,5-difluoro-4-hydroxybenzoate | HCID 53847253 | — |
| Reactant | 2-(4-Chloro-phenyl)-1-(1-cyclohexyl-2-cyclohexylmethoxy-ethyl)-5,6-difluoro-1H-benzoimidazole | HCID 66619202 | — |
| Product | 4-{2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cycloheptyl-ethoxy}-3,5-difluoro-benzoic acid methyl ester | HCID 66619525 | — |
Reaction Steps
The title compound was prepared in analogy to Example 4, intermediate, from 2-[2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cycloheptyl-ethanol (Example 1, intermediate c), 3,5-difluoro-4-hydroxy-benzoic acid methyl ester (commercially available), triphenylphosphine and di-tert-butyl azodicarboxylate. The compound was purified by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of n-heptane:ethyl acetate (100:0 to 70:30). Colorless solid. MS (Turbo Spray): 575.4 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088930B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-ba80d0a25d7f485792576b0944637c49 |
| Source note | uspto-grants-2012_01 |