HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl isocyanate → trans-N-ethyl-N'-{[2-(2-methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropyl]methyl}urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl isocyanate | HCID 8022 | — |
| Reactant | trans-1-[2-(2-Methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropyl]methanamine | HCID 59334541 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | trans-N-ethyl-N'-{[2-(2-methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropyl]methyl}urea | HCID 66720812 | 38.4% |
Reaction Steps
To a solution of trans-1-[2-(2-methylpyrazolo[1,5-a]pyridin-4-yl)cyclopropyl]methanamine (100 mg, 0.497 mmol) in tetrahydrofuran (5 mL) was added isocyanatoethane (43.3 μL, 0.547 mmol) under ice-cooling, and the mixture was stirred under ice-cooling for 10 min. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (methanol/ethyl acetate=3/97→15/85) and recrystallization (ethyl acetate/hexane) to give the title compound (52.0 mg, yield 38%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08110585B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-1ee952b40e5b455bb3ca6d7f9dd77ba9 |
| Source note | uspto-grants-2012_02 |