HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715255Generated: October 26, 2026
Dimethylformamide → HCID 89874931, compound
https://huagongshe.com/reaction/715255
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-chloro-2-(1-(5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one | HCID 89874936 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Product | HCID 89874931 | HCID 89874931 | 80% |
Reaction Steps
A mixture of 4-chloro-2-(1-(5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one (200 mg, 0.52 mmol, Intermediate-2, single enantiomer), zinc cyanide (300 mg, 1.56 mmol), and 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (42 mg, 0.052 mmol) in DMF (5 mL) is heated at 150° C. for 30 min by microwave irradiation. The mixture is filtered through a pad of Celite™. The Celite™ pad is washed with water, and EtOAc. The filtrate is washed with water, dried over sodium sulfate and concentrated under reduced pressure. The residue is purified by column chromatography on silica gel eluting with n-hexane/EtOAc (3:1) to give 160 mg (80% yield) of the title compound as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09187475B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-339cf23e18354af5b71c3589c8419bdb |
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| Source note | uspto-grants-2015_11 |
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