HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 1-cyclopropyl-3-((1-(4-fluorobutyl)-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-fluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methanol | HCID 67991782 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-cyclopropyl-3-((1-(4-fluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methyl)-1H-imidazo[4,5-c]pyridin-2(3H)-one | HCID 67975532 | 63.3% |
Reaction Steps
To a suspension of (1-(4-fluorobutyl)-1H-imidazo[4,5-b]pyridin-2-yl)methanol 42-5 (958 mg, 4.3 mmol), 1-cyclopropyl-1H-imidazo[4,5-c]pyridin-2(3H)-one 10-d (950 mg, 5.15 mmol) and triphenylphosphine (1350 mg, 5.15 mmol) in 30 ml dry THF was added (E)-diisopropyl diazene-1,2-dicarboxylate (1.26 ml, 6.43 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 (1036 mg, 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321767B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-0cc761e3b17c444ba89441463da045bd |
| Source note | uspto-grants-2016_04 |