HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 1-cyclopropyl-3-((1-(4,4-difluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methyl)-1H-imidazo[4,5-c]pyridin-2(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | 1-Cyclopropyl-1,3-dihydroimidazo[4,5-c]pyridine-2-one | HCID 22349361 | — |
| Reactant | (1-(4,4-difluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methanol | HCID 67991781 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-cyclopropyl-3-((1-(4,4-difluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methyl)-1H-imidazo[4,5-c]pyridin-2(3H)-one | HCID 67975868 | 59.4% |
Reaction Steps
To a suspension of (1-(4,4-difluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methanol 43-5 (470 mg, 1.9 mmol), 1-cyclopropyl-1H-imidazo[4,5-c]pyridin-2(3H)-one 10-d (431 mg, 2.3 mmol) and triphenylphosphine (613 mg, 2 3 mmol) in 14 ml dry THF was added (E)-diisopropyl diazene-1,2-dicarboxylate (0.6 ml, 2.9 mmol) at room temperature. The reaction mixture was stirred at room temperature for 16 hours. The precipitate was filtered off and washed with some diethyl ether to obtain the title product as a white powder (450 mg, 58%). m/z=399 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321767B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-9dbdb1ef174d490b8fb1081755b0da3e |
| Source note | uspto-grants-2016_04 |