Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzonitrile | HCID 7505 | — |
| Reactant | 1,10-Phenanthroline hydrate | HCID 21226 | — |
| Reactant | 2-Amino-4-chloropyridine | HCID 581866 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Product | HCID 50915484 | HCID 50915484 | 79% |
Reaction Steps
A mixture of 2-amino-4-chloropyridine (5.00 g, 38.9 mmol), copper (I) chloride (195 mg, 1.97 mmol), 1,10-phenanthroline monohydrate (390 mg, 1.97 mmol) and benzonitrile (65 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 (50 mL) and dried to yield crude 7-chloro-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine (7.09 g, 79%) as a green solid with 100% purity (HPLC area-%, 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-e29ea3f70347494db65d98ce0327e577 |
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| Source note | uspto-grants-2015_08 |
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