Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 44466336 | HCID 44466336 | — |
| Product | HCID 44466334 | HCID 44466334 | — |
Reaction Steps
In a 2 mL Smith Process™ vial 2-(3,4-dichlorobenzyl)-3-oxo-2,3-dihydro-[1,2,4]triazolo[4,3-a]pyridine-6-carboxylic acid (0.142 mmol) was dissolved in t-butanol (2 mL) and triethylamine (0.17 mmol) was added, followed by DPPA (0.17 mmol). The reaction mixture was heated at 160° C. for 30 minutes in Emrys Optimizer™ microwave reactor. The reaction mixture was concentrated and partitioned between water and chloroform. Organic layer was dried over MgSO4, concentrated, and chromatographed on silica gel using 5% MeOH in CH2Cl2 as eluent. The product tert-butyl 2-(3,4-dichlorobenzyl)-3-oxo-2,3-dihydro-[1,2,4]triazolo[4,3-a]pyridin-6-ylcarbamate was isolated as pink oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08088792B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-b9885789030846709f51987bdd1d8aa2 |
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| Source note | uspto-grants-2012_01 |
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