Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 136411692 | HCID 136411692 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 69591834 | HCID 69591834 | 71% |
Reaction Steps
Benzyl bromide (0.112 ml, 0.945 mmol) was added to a solution of 2-methyl-4-oxo-3,4-dihydro-pyrrolo[2,1-f][1,2,4]triazine-5-carboxylic acid ethyl ester (0.19 g, 0.86 mmol) and Cs2CO3 (0.34 g, 1.06 mmol) in dioxane (5 mL) and the reaction mixture was heated to 95° C. for 3 h. The reaction mixture was quenched with saturated NaCl (100 mL), extracted with CHCl3 (3×50 mL), the combined organic extracts dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluting with 1/1 hexane/EtOAc to afford the title compound as a solid (0.19 g, 70%): 1H NMR (CDCl3) δ 7.22–7.35 (m, 6H), 7.00–7.01 (m, 1H), 5.28 (s, 2H), 4.38 (q, 2H, J=7.19 Hz), 2.38 (s, 3H), 1.38 (t, 3H, J=7.09 Hz); MS (ESI+) 312 (M++H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07030118B2 |
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| Source dataset | uspto-grants-2006_04 |
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| ORD ID | ord-1651edd2df254c308ec17f77f14aa6f6 |
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| Source note | uspto-grants-2006_04 |
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