HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 4'-(5-fluoro-2,3-dihydroindole-1-carbonyl)-1'-methyl-4-(2-oxo-2,3-dihydroimidazo[4,5-b]-pyridin-1-yl)-3,4,5,6-tetrahydro-2H,1'H-[1,2']bipyridinyl-6'-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4'-(5-fluoro-2,3-dihydroindole-1-carbonyl)-4-(2-oxo-2,3-dihydroimidazo[4,5-b]pyridin-1-yl)-3,4,5,6-tetrahydro-2H,1'H-[1,2']bipyridinyl-6'-one | HCID 42613380 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4'-(5-fluoro-2,3-dihydroindole-1-carbonyl)-1'-methyl-4-(2-oxo-2,3-dihydroimidazo[4,5-b]-pyridin-1-yl)-3,4,5,6-tetrahydro-2H,1'H-[1,2']bipyridinyl-6'-one | HCID 42613381 | — |
Reaction Steps
50 mg (0.11 mmol) of 4′-(5-fluoro-2,3-dihydroindole-1-carbonyl)-4-(2-oxo-2,3-dihydroimidazo[4,5-b]pyridin-1-yl)-3,4,5,6-tetrahydro-2H,1′H-[1,2′]bipyridinyl-6′-one were placed in 0.50 mL DMSO at RT. To this were added 88 mg (0.27 mmol) caesium carbonate and the mixture was stirred for 15 min. Then a solution of 6.5 μL (0.11 mmol) methyl iodide in DMSO was added and the mixture was stirred for 2 h at RT. More methyl iodide was added (3.3 μL, 0.055 mmol) and the mixture was stirred for a further 2 h at RT. The reaction mixture was purified by preparative HPLC. The fractions containing the product were combined and lyophilised.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08278336B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-9129089339894562b1fc97775357f95d |
| Source note | uspto-grants-2012_10 |