HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845209Generated: October 26, 2026
Diisopropylethylamine → N-(3-Hydroxy-1-(6-(trifluoromethyl)pyridin-3-yl)propyl)-4'-methyl-5-(pyrrolidine-1-carbonyl)biphenyl-3-carboxamide
https://huagongshe.com/reaction/1845209
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 | 3-Amino-3-[6-(trifluoromethyl)pyridin-3-yl]propan-1-ol | HCID 58103588 | — |
| Reactant | 4'-Methyl-5-(pyrrolidine-1-carbonyl)biphenyl-3-carboxylic acid | HCID 58187975 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(3-Hydroxy-1-(6-(trifluoromethyl)pyridin-3-yl)propyl)-4'-methyl-5-(pyrrolidine-1-carbonyl)biphenyl-3-carboxamide | HCID 58188189 | — |
Reaction Steps
To a solution of 4′-methyl-5-(pyrrolidine-1-carbonyl)biphenyl-3-carboxylic acid (17 mg, 0.055 mmol) in N,N-dimethylformamide (0.5 mL) were added 3-amino-3-(6-(trifluoromethyl)pyridin-3-yl)propan-1-ol (47 mg, 0.21 mmol) (WO 2008/130481), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (80 mg, 0.21 mmol) and N,N-diisopropylethylamine (80 μL, 0.46 mmol). The reaction mixture was stirred for 16 hours at 30° C. The reaction mixture was purified by preparative HPLC to afford 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-9b119436cb704afba53756d769f8c305 |
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| Source note | uspto-grants-2015_02 |
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