Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzonitrile | HCID 7505 | — |
| Reactant | 1,10-Phenanthroline hydrate | HCID 21226 | — |
| Reactant | 4-Iodopyridin-2-amine | HCID 22607551 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Product | HCID 71680409 | HCID 71680409 | 61% |
Reaction Steps
A mixture of 2-amino-4-iodopyridine (2.60 g, 11.8 mmol), copper (I) iodide (115 mg, 0.60 mmol), 1,10-phenanthroline monohydrate (120 mg, 0.60 mmol) and benzonitrile (33 mL) was heated in a 100 mL 4-necked flask to 130° C. During 23 h a gentle flow of O2/N2 (5:95) was bubbled through the reaction mixture (99% conversion, HPLC method see below). The dark brown suspension was then cooled to 0-5° C. and filtered. The filter cake was washed with TBME (10 mL) and dried to yield crude 7-iodo-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine (2.31 g, 61%) as a green solid with 100% purity (HPLC area-%, HPLC method see below).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09115130B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-a6f587c4c8af4bc5b0f6615b5e231126 |
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| Source note | uspto-grants-2015_08 |
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