HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451541Generated: October 30, 2026
Diisopropylethylamine → HCID 58398047, compound
https://huagongshe.com/reaction/451541
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Chloro-6-methylpyrimidine | HCID 581796 | — |
| Reactant | HCID 67344349 | HCID 67344349 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58398047 | HCID 58398047 | 62% |
Reaction Steps
8-(3,4-Difluorophenyl)-N-((3S,4R)-3-methoxypiperidin-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine dihydrochloride (28 mg, 64.8 μmol) was extracted with dichloromethane/2 M NaOH. The organic layers were washed with brine, dried over sodium sulfate and evaporated. The residue was dissolved in dioxane (0.5 mL) and to this solution 4-chloro-6-methylpyrimidine (9.2 mg, 71.2 μmol) and DIPEA (17.0 μL, 97.2 μmol) were added. Argon was bubbled through the solution for 5 minutes, and then heated in the microwave at 130° C. for 2×30 minutes. After evaporation, purification by chromatography (silica gel, 10 g, 0 to 10% methanol in dichloromethane) afforded the title compound (18 mg, 62%) as an off white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08486967B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-f168c428cbd844cbbb97716c93f1a69e |
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| Source note | uspto-grants-2013_07 |
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