HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium sodium tartarate → 5-(4-Chlorophenyl)-2-({1-[1-(2-chlorophenyl)-2-hydroxyethyl]-1H-1,2,3-triazol-4-yl}methyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium sodium tartarate | HCID 9855836 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Methyl (2-chlorophenyl)[4-({3-(4-chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}methyl)-1H-1,2,3-triazol-1-yl]acetate | HCID 69940161 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(4-Chlorophenyl)-2-({1-[1-(2-chlorophenyl)-2-hydroxyethyl]-1H-1,2,3-triazol-4-yl}methyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one | HCID 67406798 | — |
Reaction Steps
48 mg (0.084 mmol) of the compound from Example 103 were dissolved in 2 ml of THF, and 88 μl (0.088 mmol) of a 1 M solution of lithium aluminum hydride in THF were added at −10° C. After the addition had ended, the mixture was stirred at RT for 1 h. For work-up, 2 ml of saturated aqueous sodium potassium tartrate solution were added at RT, and the mixture was extracted with 5 ml of ethyl acetate. The organic phase was washed once with 5 ml of saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was purified chromatographically [Method 19]. This gave 8 mg (18% of theory) of the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187466B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-7125d7eef5ea4f7b93cc3e4442e8d7a9 |
| Source note | uspto-grants-2015_11 |