Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzonitrile | HCID 7505 | — |
| Reactant | 1,10-Phenanthroline hydrate | HCID 21226 | — |
| Reactant | 2-Amino-5-bromopyridine | HCID 70622 | — |
| Catalyst | copper(I) bromide | HCID 24593 | — |
| Product | HCID 71680411 | HCID 71680411 | 36% |
Reaction Steps
A mixture of 2-amino-5-bromopyridine (2.00 g, 11.6 mmol), copper (I) bromide (160 mg, 1.09 mmol), 1,10-phenanthroline monohydrate (225 mg, 1.12 mmol) and benzonitrile (25 mL) was heated in a 50-mL 3-necked flask to 130° C. During 24 h a gentle flow of (O2/N2 5:95) was bubbled through the reaction mixture (>97% 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 6-bromo-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine (1.14 g, 36%) as a light brown solid with 99.7% 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-141a3e156c24414cb98eff3dc778be62 |
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| Source note | uspto-grants-2015_08 |
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