HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038548Generated: October 30, 2026
Dimethylformamide → 5-Bromo-4-propylpicolinonitrile
https://huagongshe.com/reaction/1038548
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2,5-Dibromo-4-propylpyridine | HCID 86647194 | — |
| Product | 5-Bromo-4-propylpicolinonitrile | HCID 66598189 | 60% |
Reaction Steps
To a solution of 2,5-dibromo-4-propylpyridine (100 mg, 0.444 mmol) in N,N-dimethylformamide (0.9 mL), dinitrile zinc (57 mg, 0.449 mmol) and tetrakistriphenylphosphine palladium (25 mg, 0.0222 mmol) were added at room temperature, and the mixture was stirred under microwave irradiation at 100° C. for 20 minutes. The reaction solution was added a saturated aqueous solution of sodium hydrogen carbonate, and extracted with hexane/ethyl acetate (4/1). The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (hexane/ethyl acetate), and the title compound (60 mg (yield 60%)) was obtained as a colorless crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08551985B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-f760e33cd0fd41e19a7c9d7b7cdaeb20 |
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| Source note | uspto-grants-2013_10 |
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