HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845288Generated: October 31, 2026
Diisopropylethylamine → (R)-3-(5-Methylpyridin-2-yl)-N-(1-(6-methylpyridin-3-yl)ethyl)-5-(thiazol-2-yloxy)benzamide
https://huagongshe.com/reaction/1845288
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 | 3-(5-Methylpyridin-2-yl)-5-(thiazol-2-yloxy)benzoic acid | HCID 58188200 | — |
| Reactant | (R)-1-(6-Methylpyridin-3-yl)ethan-1-amine dihydrochloride | HCID 67053782 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (R)-3-(5-Methylpyridin-2-yl)-N-(1-(6-methylpyridin-3-yl)ethyl)-5-(thiazol-2-yloxy)benzamide | HCID 58188031 | — |
Reaction Steps
To a solution of 3-(5-methylpyridin-2-yl)-5-(thiazol-2-yloxy)benzoic acid (40 mg, 0.13 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 (120 mg, 0.32 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 light 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-e85f394b7aa947b09416e3b0d661cb82 |
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| Source note | uspto-grants-2015_02 |
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