Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | HCID 86753496 | HCID 86753496 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 54124339 | HCID 54124339 | 63.9% |
Reaction Steps
To a solution of N-([5-(1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl]methyl-N,N,N-trimethylammonium methylsulphate (0.56 g, 1.5 mmol) in water (4ml) was added a solution of potassium cyanide (0.239 g, 3.7 mmol) in water (2ml). This mixture was heated at 70° C. for 1 h. Further potassium cyanide (80mg, 1.2 mmol) was added and the mixture heated for another hour at 70° C. Further potassium cyanide (80mg, 1.2 mmol) was added and the mixture heated at 70° C. for 1 hour and then at 100° C. for 20 min. The mixture was then cooled in ice for 30 min. The precipitate was collected by filtration and washed with water. The solid was chromatographed on silica eluting with 5% MeOH in DCM to afford the title compound (0.215 g, 63%) as a colourless solid; mp 218°-220° C. 1H NMR (250 MHz, d6 -DMSO) δ 4.19 (2H, s), 7.78 (1H, s), 8.12 (1H, s), 8.26 (1H, s), 8.71 (1H, s), 9.29 (1H, s), 11.93 (1H, br s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05854268 |
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| Source dataset | uspto-grants-1998_12 |
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| ORD ID | ord-010bd918ec70402b9efaa62c138dc649 |
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| Source note | uspto-grants-1998_12 |
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