HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203074Generated: November 1, 2026
Tributylphosphine → 1-(2-Cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-((5-(difluoromethyl)-2-thienyl)methoxy)pyridin-2(1H)-one
https://huagongshe.com/reaction/2203074
Participants
| Role | Name | HCID | Charge |
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| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | 5-(Trifluoromethyl)-2-thiophenemethanol | HCID 53925540 | — |
| Reactant | 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one | HCID 89691084 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(2-Cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-((5-(difluoromethyl)-2-thienyl)methoxy)pyridin-2(1H)-one | HCID 89691013 | 40.9% |
Reaction Steps
To a solution of 1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)-4-hydroxypyridin-2(1H)-one (78 mg), (5-(trifluoromethyl)-2-thienyl)methanol (77 mg) and tributylphosphine (168 mg) in THF (3 ml) was added 1,1′-(azodicarbonyl)dipiperidine (210 mg), and the reaction mixture was stirred at 60° C. for 3 h. The reaction mixture was concentrated in vacuo. The residue was purified by NH silica gel column chromatography (hexane/EtOAc then EtOAc/MeOH). The resulting solid was recrystallized from EtOH-hexane to give the title compound (48.5 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365540B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-2af8f068a99f4d00b3fa42ecbdda6e28 |
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| Source note | uspto-grants-2016_06 |
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