HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2105267Generated: November 2, 2026
Dimethylformamide → 5-Bromopyridine-2-carbaldehyde
https://huagongshe.com/reaction/2105267
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2,5-Dibromopyridine | HCID 69353 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-Bromopyridine-2-carbaldehyde | HCID 9877562 | — |
Reaction Steps
To a solution of 2,5-dibromopyridine (1 g) in toluene (50 mL) at −78° C. was slowly added 2.5M n-BuLi (2 mL). The reaction mixture was stirred for 2 h, then DMF (0.5 mL) was added. The solution was stirred for 1 h at −78° C., then warmed to −10° C. Saturated NH4Cl (10 mL) was added and the mixture was allowed to warm to room temperature. The two phases were partitioned and the organic layer dried over sodium sulfate and the solvent concentrated to dryness to afford 0.432 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07579353B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-d5741d4b462644598c47a1f95df2ed83 |
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| Source note | uspto-grants-2009_08 |
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