HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845327Generated: October 31, 2026
Diisopropylethylamine → 5-(4-Hydroxytetrahydrofuran-3-yloxy)-4'-methyl-N-((R)-1-(6-methylpyridin-3-yl)ethyl)biphenyl-3-carboxamide
https://huagongshe.com/reaction/1845327
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 5-(4-Hydroxytetrahydrofuran-3-yloxy)-4'-methylbiphenyl-3-carboxylic acid | HCID 58188207 | — |
| Reactant | (R)-1-(6-Methylpyridin-3-yl)ethan-1-amine dihydrochloride | HCID 67053782 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(4-Hydroxytetrahydrofuran-3-yloxy)-4'-methyl-N-((R)-1-(6-methylpyridin-3-yl)ethyl)biphenyl-3-carboxamide | HCID 58187971 | — |
Reaction Steps
To a solution of 5-(4-hydroxytetrahydrofuran-3-yloxy)-4′-methylbiphenyl-3-carboxylic acid (35 mg, 0.11 mmol) in N,N-dimethylformamide (1 mL) were added (R)-1-(6-methylpyridin-3-yl)ethanamine dihydrochloride (60 mg, 0.29 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (100 mg, 0.26 mmol), and N,N-diisopropylethylamine (400 μL, 2.3 mmol). The reaction mixture was stirred for 16 hours at 25° C., and then purified by preparative HPLC to afford the final product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946439B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-60e392fcd6b04f2a846b5fc9dea3563d |
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| Source note | uspto-grants-2015_02 |
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