HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57932Generated: October 29, 2026
N,N'-Dimethylethylenediamine → tert-butyl N-[(3S)-1-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]-2-oxo-3-piperidyl]carbamate
https://huagongshe.com/reaction/57932
Participants
| Role | Name | HCID | Charge |
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| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-tert-Butyloxycarbonylamino-2-piperidone | HCID 124787 | — |
| Reactant | 1-(6-Bromo-2-pyridyl)-6-chloro-pyrazolo[4,3-c]pyridine | HCID 86707058 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Product | tert-butyl N-[(3S)-1-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]-2-oxo-3-piperidyl]carbamate | HCID 86707118 | 47.2% |
Reaction Steps
A solution containing 1-(6-bromo-2-pyridyl)-6-chloro-pyrazolo[4,3-c]pyridine (200 mg, 0.646 mmol), tert-butyl N-[(3S)-2-oxo-3-piperidyl]carbamate (166 mg, 0.775 mmol), Copper(I) iodide (123 mg, 0.646 mmol), Potassium carbonate (107 mg, 0.775 mmol) and N,N′-Dimethylethylenediamine (114 mg, 1.29 mmol) was stirred at 110° C. 4 h. The reaction was filtered through celite and concentrated. The crude product purified by isco column (EtOAc/Hep eluted at 70% EtOAc) to give the desired product 135 mg 47% yield. MS (ESI) m/z: 443.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434725B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-e79c8a0fc3074bbb9cb4c6c5771d3212 |
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| Source note | uspto-grants-2016_09 |
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