HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(Bromomethyl)-4-chlorobenzene → HCID 69345221, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(Bromomethyl)-4-chlorobenzene | HCID 69329 | — |
| Reactant | Methyl 5-bromo-2-hydroxynicotinate | HCID 2763337 | — |
| Solvent | tetrahydrofuran N,N-dimethylformamide | HCID 21974620 | — |
| Product | HCID 69345221 | HCID 69345221 | 90% |
Reaction Steps
According to Scheme 1 Step 2: The title compound was prepared from methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate (1 eq, 10.0 mmol, 3.00 g) and 1-(bromomethyl)-4-chlorobenzene (1.5 eq, 20.0 mmol, 4.00 g) according to the procedure described for Example 1 Step 2. Reaction conditions: 3 hours at 50° C. in THF/DMF (2:1, 300 mL). The crude product was purified by flash chromatography over silica gel (AIT Flashsmart prepacked 130 g column SiO2) using CH2Cl2/AcOEt 85/15 as the eluent and recrystallized from Et2O to afford the title compound (9.00 mmol, 4.17 g, 90%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399493B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-ef6590ac63dc4be1a7bdf34c91e61c84 |
| Source note | uspto-grants-2013_03 |