HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845283Generated: October 30, 2026
Diisopropylethylamine → (R)-2'-Cyano-4'-methyl-N-(1-(2-methylpyrimidin-5-yl)ethyl)-5-(thiazol-2-yloxy)biphenyl-3-carboxamide
https://huagongshe.com/reaction/1845283
Participants
| Role | Name | HCID | Charge |
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| 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 | (R)-1-(2-Methyl-5-pyrimidinyl)ethanamine | HCID 55281681 | — |
| Reactant | 2'-Cyano-4'-methyl-5-(thiazol-2-yloxy)biphenyl-3-carboxylic acid | HCID 58188239 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (R)-2'-Cyano-4'-methyl-N-(1-(2-methylpyrimidin-5-yl)ethyl)-5-(thiazol-2-yloxy)biphenyl-3-carboxamide | HCID 58188170 | — |
Reaction Steps
To a solution of 2′-cyano-4′-methyl-5-(thiazol-2-yloxy)biphenyl-3-carboxylic acid (30 mg, 0.089 mmol) in N,N-dimethylformamide (1 mL) were added (R)-1-(2-methylpyrimidin-5-yl)ethanamine (30 mg, 0.22 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (100 mg, 0.26 mmol), and N,N-diisopropylethylamine (100 μL, 0.57 mmol). The reaction mixture was stirred for 16 hours at 25° C., and then purified by preparative HPLC to afford a brown 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-bf4e53f969314079b7516a562f9a7cde |
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| Source note | uspto-grants-2015_02 |
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