HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → tert-butyl 2-methyl-1-(3-oxopentan-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Bromo-3-pentanone | HCID 545092 | — |
| Reactant | tert-Butyl 2-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylate | HCID 89739113 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | tert-butyl 2-methyl-1-(3-oxopentan-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylate | HCID 117778823 | 7% |
Reaction Steps
The solution of tert-butyl 2-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylate (1.0 g, 4.31 mmol), 2-bromopentan-3-one (1.1 g, 6.46 mmol), Cs2CO3 (2.8 g, 8.61 mmol), KI (142.9 mg, 0.86 mmol) in CH3CN (4 ml) were stirred at 70° C. for 2 h. After the reaction completed, the solution was cooled to r.t. and filtered off. The filtration was evaporated under vacuum. The residue was purified by flash column (Eluent: PE:EtOAc=5:1) to get tert-butyl 2-methyl-1-(3-oxopentan-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylate as a white oil. (100 mg yield 7%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371331B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-4937361067d345e5aff5ca75682d537d |
| Source note | uspto-grants-2016_06 |