HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 67006610, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Fluorobenzyl bromide | HCID 68021 | — |
| Reactant | 4-Hydroxy-1-[2-(4-hydroxymethyl-phenyl)-ethyl]-1H-pyridin-2-one | HCID 58042730 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67006610 | HCID 67006610 | — |
Reaction Steps
To 400 mg (1.63 mmol) 4-hydroxy-1-[2-(4-hydroxymethyl-phenyl)-ethyl]-1H-pyridin-2-one (preparation 2b) in 30 mL acetonitrile is added 0.22 mL (1.79 mmol) 1-bromomethyl-4-fluoro-benzene and 0.45 g (3.26 mmol) potassium carbonate. The reaction mixture is stirred overnight at RT. 5.0 mL DMF is added and the reaction mixture is stirred additional 24 h at RT. The reaction mixture is diluted with 60 mL of EtOAc and is washed twice with water. The organic phase is dried over MgSO4, filtered and the solvent is evaporated. The residue is purified via reverse HPLC chromatography (Waters symmetry C18; water (0.15% formic acid)/acetonitrile 95:5 to 10:90).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067590B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-220d0b80ccc0408faba1fe386a24be72 |
| Source note | uspto-grants-2011_11 |