Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | Tert-butyl 4-[4-(2-hydroxyethyl)benzyl]piperazine-1-carboxylate | HCID 67328866 | — |
| Reactant | HCID 178426911 | HCID 178426911 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67328618 | HCID 67328618 | — |
Reaction Steps
tert-Butyl 4-[4-(2-hydroxyethyl)benzyl]piperazine-1-carboxylate (1.44 g), 2-hydroxy-5-methylpyridine (0.737 g), tri-n-butylphosphine (1.76 mL), 1,1′-(azodicarbonyl)-dipiperidine (1.70 g), and THF (16.5 mL) were mixed in a 20 mL process vial. The vial was sealed, and the reaction mixture was heated with microwaves to 55 ° C. for 10 minutes. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane/AcOEt =10/1 to 3/10) to give tert-butyl 4-(4-{2-[(5-methylpyridin-2-yl)oxy]ethyl}benzyl)piperazine-1-carboxylate as a pale yellow amorphous (1.01 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722663B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-efe7faaf3c27451abaac08b2f664dabc |
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| Source note | uspto-grants-2014_05 |
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