HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentanecarbonyl chloride → N-(5-chloro-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopentanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentanecarbonyl chloride | HCID 78284 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-chloro-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine | HCID 58195565 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(5-chloro-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopentanecarboxamide | HCID 60205684 | 61.1% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
N-Ethyl-N-isopropylpropan-2-amine (279 mg, 2.16 mmol) followed by cyclopentanecarbonyl chloride (143 mg, 1.08 mmol) were added dropwise to 5-chloro-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (200 mg, 1.08 mmol) in THF (10 mL) at 0° C. The reaction mixture was stirred at 0° C. for 1 hour and then concentrated to dryness. The residue was triturated in water and then filtered. The solid was washed with ACN and dried under vacuum to provide N-(5-chloro-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)cyclopentanecarboxamide (186 mg, 61% yield) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08981085B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-07846139100748baa04ca5be3dd98331 |
| Source note | uspto-grants-2015_03 |