HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 1-(2-(2-((5-ethoxy-2-fluoro-3-isopropoxyphenyl)(4-(5-methyl-1,2,4-oxadiazol-3-yl)phenylamino)methyl)-1-trityl-1H-imidazol-4-yl)phenyl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 1-(2-(2-((5-ethoxy-2-fluoro-3-isopropoxyphenyl)(4-(5-methyl-1,2,4-oxadiazol-3-yl)phenylamino)methyl)-1-trityl-1H-imidazol-4-yl)phenyl)ethanone | HCID 68812990 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(2-(2-((5-ethoxy-2-fluoro-3-isopropoxyphenyl)(4-(5-methyl-1,2,4-oxadiazol-3-yl)phenylamino)methyl)-1-trityl-1H-imidazol-4-yl)phenyl)ethanol | HCID 68812547 | 73.7% |
Reaction Steps
A solution of Intermediate 111.1 (40 mg, 0.05 mmol) and NaBH4 (5 mg) in 1 mL MeOH was stirred for 0.5 h at rt. The reaction mixture was partitioned between EtOAc and H2O, the organic layer was collected, dried (Na2SO4), filtered and concentrated to afford 30 mg of Intermediate 111.2. LCMS (2 min gradient) RT=1.49 min, 814.4 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576098B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-c079cd8255874c1696fba433aa16bc12 |
| Source note | uspto-grants-2009_08 |