HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Thiocarbonyldi-2(1H)-pyridone → Imidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide, N,N-dicyclopropyl-6-ethyl-1,6-dihydro-4-isothiocyanato-1-methyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Thiocarbonyldi-2(1H)-pyridone | HCID 853162 | — |
| Reactant | 4-amino-N,N-dicyclopropyl-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide | HCID 58180503 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Imidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide, N,N-dicyclopropyl-6-ethyl-1,6-dihydro-4-isothiocyanato-1-methyl- | HCID 58180531 | 94% |
Reaction Steps
To a mixture of 4-amino-N,N-dicyclopropyl-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide (example 1J, 194.5 mg, 0.575 mmol) in dichloromethane (2874 μL) in a round bottom flask under nitrogen was added 1,1′-thiocarbonyldi-2(1H)-pyridone (133 mg, 0.575 mmol). The reaction mixture was stirred at rt for 16 h. The reaction mixture was concentrated under reduced pressure. N,N-Dicyclopropyl-6-ethyl-4-isothiocyanato-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide (180 mg, 94% yield) was isolated as a yellow sticky solid. The material was used as is in subsequent reactions.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202881B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-41878724359a45869d2a864746f7c2e8 |
| Source note | uspto-grants-2012_06 |