HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,5-Dimethyl-4-hydroxybenzonitrile → 4-[2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-(4,4-difluoro-cyclohexyl)-ethoxy]-3,5-dimethyl-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,5-Dimethyl-4-hydroxybenzonitrile | HCID 20176 | — |
| Reactant | 2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-(4,4-difluoro-cyclohexyl)-ethanol | HCID 66619227 | — |
| Product | 4-[2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-(4,4-difluoro-cyclohexyl)-ethoxy]-3,5-dimethyl-benzonitrile | HCID 66619536 | — |
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-(4,4-difluoro-cyclohexyl)-ethanol, 3,5-dimethyl-4-hydroxybenzonitrile (commercially available), tri-n-butylposphine and N′N′N′N-tetramethylazodicarboxamide. The compound was purified by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) eluting with a gradient of a gradient of heptane:ethyl acetate (100:0 to 60:40). Light yellow solid (27%). MS (Turbo Spray): m/z=556.178 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088930B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-093c0205ee854166a02bfbbbde96a4ae |
| Source note | uspto-grants-2012_01 |