HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57978Generated: October 29, 2026
Diisopropylethylamine → 2-[(6-Chloropyrazolo[4,3-c]pyridin-1-yl)methoxy]ethyl-trimethyl-silane
https://huagongshe.com/reaction/57978
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloromethyl 2-(trimethylsilyl)ethyl ether | HCID 2724271 | — |
| Reactant | 6-Chloro-1H-pyrazolo(4,3-c)pyridine | HCID 56932109 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[(6-Chloropyrazolo[4,3-c]pyridin-1-yl)methoxy]ethyl-trimethyl-silane | HCID 86707030 | 93% |
Reaction Steps
To a solution of 6-chloro-1H-pyrazolo[4,3-c]pyridine (2.00 g, 13.1 mmol) and DIPEA (3 mL) in DCM (10 mL) was added SEMCl (3 mL). The mixture was stirred at 30° C. for 20 hours. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel chromatography using EtOAc/Petroleum Ether (10%˜60%) as eluting solvents to afford 6-chloro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[4,3-c]pyridine as colorless oil (3.44 g, 93%). MS (ESI) m/z: 284 [M+H]+.
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-068c61179eb841218dd995ff96c532a2 |
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| Source note | uspto-grants-2016_09 |
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