HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192525Generated: October 30, 2026
Diisopropylethylamine → 4-[3-(5-Isoquinolinyl)-1,2,4-oxadiazol-5-yl]-1-(2-methylpropyl)-2(1H)-pyridinone
https://huagongshe.com/reaction/2192525
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 | 1-Isobutyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid | HCID 44600574 | — |
| Reactant | HCID 178513273 | HCID 178513273 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[3-(5-Isoquinolinyl)-1,2,4-oxadiazol-5-yl]-1-(2-methylpropyl)-2(1H)-pyridinone | HCID 44476575 | 5.4% |
Reaction Steps
1-(2-Methylpropyl)-2-oxo-1,2-dihydro-4-pyridinecarboxylic acid (D28; 57 mg, 0.294 mmol) was stirred in DMF (0.5 ml) with HATU (122 mg, 0.321 mmol) and DIPEA (0.14 ml, 0.802 mmol) at room temperature for 30 mins before adding a solution of N-hydroxy-5-isoquinolinecarboximidamide (D1, 50 mg, 0.267 mmol) in DMF (0.5 ml). The resulting mixture was heated to 120° C. for 40 mins in a Biotage Initiator microwave. The solvent was removed under vacuum, and the residue was purified by column chromatography on silica, eluting with 0-4% methanol in dichloromethane. The relevant fractions were combined and concentrated under vacuum to give the title compound as a pale yellow oil (5 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329730B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-036ee4b6bfdb4bfda99cffdcefef0faa |
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| Source note | uspto-grants-2012_12 |
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