Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 4-Chloro-2-fluorobenzyl bromide | HCID 2736551 | — |
| Reactant | HCID 68703823 | HCID 68703823 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 25106898 | HCID 25106898 | 22.3% |
Reaction Steps
According to Scheme 6 Step 2: To a stirred solution of N-(3-(5-methoxy-3-oxo-1,2,4-triazin-2(3H)-yl)phenyl)acetamide (40 mg, 0.15 mmol) in acetonitrile (3 mL) were added 1-(bromomethyl)-4-chloro-2-fluorobenzene (52 mg, 0.23 mmol) and sodium iodide (46 mg, 0.31 mmol). The mixture was heated irradiated at 160° C. under microwave irradiation. The reaction mixture was quenched with water and extracted with ethyl acetate (×3). The combined organic layers were successively washed with water then with brine, dried over MgSO4, filtered and concentrated. The crude product was purified by flash chromatography, 5 g column, CH2Cl2/MeOH 98/2 to afford the N-(3-(4-(4-chloro-2-fluorobenzyl)-3,5-dioxo-4,5-dihydro-1,2,4-triazin-2(3H)-yl)phenyl)acetamide 10(B) as a yellow solid (13 mg, 22%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08344138B2 |
|---|
| Source dataset | uspto-grants-2013_01 |
|---|
| ORD ID | ord-5699b4a91b24414daab6ef97f82ad13a |
|---|
| Source note | uspto-grants-2013_01 |
|---|