HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylsilane → (4-Chloro-5-cyano-2-ethyl-1H-benzimidazol-1-yl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | 1,1-Dimethylethyl (4-chloro-5-cyano-2-ethyl-1H-benzimidazol-1-yl)acetate | HCID 69035990 | — |
| Solvent | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Product | (4-Chloro-5-cyano-2-ethyl-1H-benzimidazol-1-yl)acetic acid | HCID 67404468 | 64.5% |
Reaction Steps
1,1-Dimethylethyl (4-chloro-5-cyano-2-ethyl-1H-benzimidazol-1-yl)acetate (0.032 g, 0.1 mmol) and Et3SiH (0.116 mg, 1 mmol) were combined in CH2Cl2/TFA (1:1; 6 mL) and stirred at rt for 5 h. Concentration was followed by pH adjustment to ca. 7 in H2O. Extraction with EtOAc, washing with brine, drying (Na2SO4), filtration, and concentration were followed by purification (SiO2, EtOAc/hexanes) to afford the title compound (0.017 g): MS (ESI) m/z 264 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08026262B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-414c87a306de4efeb2ebc6ab6e52dfaa |
| Source note | uspto-grants-2011_09 |