Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | N,N,N',N'-Tetramethylazodicarboxamide | HCID 4278 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 2-[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethanol | HCID 66619310 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 46184685 | HCID 46184685 | — |
Reaction Steps
To a solution of 0.2 g (0.51 mmol) 2-[2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-2-cyclohexyl-ethanol (Ex. 1, int. c) in 4 mL tetrahydrofuran were added 53 mg (0.56 mmol) phenol and 124 mg (0.61 mmol) tri-n-butylphosphin. The reaction mixture was cooled down to 0° C. and 106 mg (0.61 mmol) N,N,N′,N′-tetramethylazodicarboxamide were added. After stirring for 18 h at room temperature the reaction mixture was evaporated. The residue was purified by silica gel chromatography using a MPLC system (CombiFlash Companion, Isco Inc.) with a gradient of n-heptane:Ethyl acetate (100:0 to 60:40). MS (Turbo Spray): m/z=467.2 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08088930B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-7d74ab5b78e64a209d5f212cc0db032f |
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| Source note | uspto-grants-2012_01 |
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