Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Iodobenzene | HCID 11575 | — |
| Reactant | 4,7-Dimethoxy-1,10-phenanthroline | HCID 10462298 | — |
| Reactant | HCID 178419861 | HCID 178419861 | — |
| Catalyst | HCID 178419072 | HCID 178419072 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Butyronitrile | HCID 8008 | — |
| Product | HCID 661622 | HCID 661622 | 16% |
Reaction Steps
A solution of 1H-[1,2,3]-triazolo-[4,5-C]-pyridine (200 mg, 1.7 mmol), iodobenzene (407 mg, 2.0 mmol), Cs2CO3, (1.08 g, 3.3 mmol), copper (I) oxide (17 mg, 0.12 mmol), 4,7-dimethoxy-[1,10]-phenanthroline (84 mg, 0.35 mmol), PEG 400 (0.3 ml) were combined in butyronitrile (3 ml) and heated to 110° C. overnight. The reaction was diluted with CHCl3, filtered through Celite© and then concentrated and purified on 16 g SiO2 with 0-3.5% NH3MeOH in CH2Cl2 to give 52 mg (16%) of 1-phenyl-1H-[1,2,3]triazolo[4,5-c]pyridine. MS (ESI): mass calcd. for C11H8N4, 196.1. m/z found, 197.1 [M+H]+. 1H NMR δ (400 MHz, CDCl3) δ 9.58 (s, 1H), 8.66 (d, J=5.8 Hz, 1H), 7.83-7.75 (m, 2H), 7.72-7.62 (m, 3H), 7.62-7.52 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09066946B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-4102b4e1db2f4562a195ca44cc1125c1 |
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| Source note | uspto-grants-2015_06 |
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