HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916662Generated: October 31, 2026
Water → 2-(1H-imidazol-2-yl)-nicotinonitrile
https://huagongshe.com/reaction/916662
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Bromopyridine-2-carbonitrile | HCID 817694 | — |
| Reactant | 3-bromo-2-(1H-imidazol-2-yl)-pyridine | HCID 57503312 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(1H-imidazol-2-yl)-nicotinonitrile | HCID 55253771 | — |
Reaction Steps
A mixture of 3-bromo-2-(1H-imidazol-2-yl)-pyridine (prepared from 3-bromo-pyridine-2-carbonitrile essentially as described by Clews et al., Synthesis (2001):1549) (675 mg, 3 mmol), zinc cyanide (223 mg, 1.9 mmol), Pd2(dba)3 (137 mg, 0.15 mmol), DPPF (160 mg, 0.3 mmol) and water (0.2 mL) in DMF (15 mL) is degassed with argon for 15 minutes. The mixture is then heated at 40° C. overnight in a sealed tube. Solvent is removed, water (30 mL) is added and the mixture is extracted with methylene chloride. On drying (MgSO4), the solvent is removed and the resulting solid is washed with ether (5×10 mL) to give the product (170).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07271170B2 |
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| Source dataset | uspto-grants-2007_09 |
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| ORD ID | ord-76d790e1bb5149248da43bf9ab610072 |
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| Source note | uspto-grants-2007_09 |
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