HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(Bromomethyl)-4-chlorobenzene → 1-(4-chlorobenzyl)-5-((4-fluorophenyl)(methyl)amino)pyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(Bromomethyl)-4-chlorobenzene | HCID 69329 | — |
| Reactant | N-(4-fluorophenyl)-6-methoxy-N-methylpyridin-3-amine | HCID 69344815 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(4-chlorobenzyl)-5-((4-fluorophenyl)(methyl)amino)pyridin-2(1H)-one | HCID 58966922 | 34% |
Reaction Steps
According to Scheme 22 Step 2: The title compound was prepared from N-(4-fluorophenyl)-6-methoxy-N-methylpyridin-3-amine (1 eq, 86 μmol, 20 mg) and 4-chloro-benzylbromide (1.7 eq, 0.15 mmol, 30 mg) according to the procedure described for Example 6 Step 2. Reaction conditions: 12 hours at 80° C. in acetonitrile. The crude product was purified by silica gel chromatography (AIT Flashsmart prepacked column 10 g SiO2) using CH2Cl2/AcOEt 50/50 as eluent to afford 1-(4-chlorobenzyl)-5-((4-fluorophenyl)(methyl)amino)pyridin-2(1H)-one (29 μmol, 10 mg, 34%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399493B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-6816c86835b64895996f2da013cdbfcb |
| Source note | uspto-grants-2013_03 |