HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 530800Generated: October 27, 2026
Dimethylformamide → 5-Amino-6-methylpicolinonitrile
https://huagongshe.com/reaction/530800
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 6-Bromo-2-methylpyridin-3-amine | HCID 14418045 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Amino-6-methylpicolinonitrile | HCID 55252984 | — |
Reaction Steps
To a solution of 6-bromo-2-methylpyridin-3-amine (compound 1, 500 mg, 2.69 mmol) in DMF (10 mL) was added Zn(CN)2 (943 mg, 8.06 mmol) and Pd(PPh3)4 (288 mg, 0.3 mmol) at room temperature. The reaction was stirred at 110° C. in microwave reactor for 1 h. After it was cooled to room temperature, the mixture was filtered and purified by reverse phase chromatography (X bridge Prep C18OBD, 40-60% MeOH in water with 10 mmol NH4HCO3 modifier) to afford the compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09353104B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-3d0369d5e7464d0e9e0babe420854add |
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| Source note | uspto-grants-2016_05 |
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