HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → (S)-1,1,1-trifluoro-2-(1-{[4-(4-fluorophenyl)-2-(1-methoxyethyl)quinolin-7-yl]methyl}-1H-1,2,3-triazol-4-yl)butan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (S)-1,1,1-trifluoro-2-(1-{[4-(4-fluorophenyl)-2-(1-hydroxyethyl)quinolin-7-yl]methyl}-1H-1,2,3-triazol-4-yl)butan-2-ol | HCID 66791197 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-1,1,1-trifluoro-2-(1-{[4-(4-fluorophenyl)-2-(1-methoxyethyl)quinolin-7-yl]methyl}-1H-1,2,3-triazol-4-yl)butan-2-ol | HCID 66790303 | — |
Reaction Steps
To a solution of (S)-1,1,1-trifluoro-2-(1-{[4-(4-fluorophenyl)-2-(1-hydroxyethyl)quinolin-7-yl]methyl}-1H-1,2,3-triazol-4-yl)butan-2-ol (33 mg, 0.070 mmol) in THF (1 mL) was added iodomethane (5 μL, 0.077 mmol) and sodium hydride 60% in oil (6 mg, 0.15 mmol). After 2 h at rt, the reaction was quenched with saturated aqueous NH4Cl and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduce pressure. Purification on silica gel (eluting with acetone/dichloromethane, 2:8) gave the title compound. MS (+ESI): 490 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960409B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-01fa4fa2ca4a4d87adfea873f38ebac6 |
| Source note | uspto-grants-2011_06 |