HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 7-chloro-2-(1-methyl-1H-imidazol-2-yl)-thieno[3,2-b]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 2-Bromo-1-methyl-1H-imidazole | HCID 2773262 | — |
| Reactant | 7-Chloro-2-(tributylstannyl)thieno[3,2-b]pyridine | HCID 57516658 | — |
| Product | 7-chloro-2-(1-methyl-1H-imidazol-2-yl)-thieno[3,2-b]pyridine | HCID 22143563 | 94.2% |
Reaction Steps
To a solution of the tin derivative 6 (24.79 g, 54.05 mmol) and 2-bromo-1-methyl-1H-imidazole (10.4 g, 64.86 mmol) [McCallum, P. W.; Weavers, R. T.: Grimmet, M. R.; Blackman, A. G.; Aust. J. Chem.; 52; 3; 1999; 159-166.1 in toluene (180 mL) Pd[PPh3]4 (5 g, 4.32 mmol) was added and the mixture was refluxed under nitrogen for 2 days, cooled to room temperature. A precipitate was formed which was collected by filtration, washed with Et2O and dried, to afford the title compound 7 as a grey solid (12.72 g, 94% yield). MS (m/z): 250.0 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093264B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-f269f90ffb4645788031a932cceb48f9 |
| Source note | uspto-grants-2012_01 |