HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-(5-tert-butyl-2-methylphenyl)-5-fluoro-2-[4-(1H-1,2,3-triazol-1-yl)piperidin-1-yl]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(1H-1,2,3-Triazol-1-YL)piperidine | HCID 19006019 | — |
| Reactant | N-(5-tert-butyl-2-methylphenyl)-2-chloro-5-fluoropyrimidin-4-amine | HCID 59191944 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | N-(5-tert-butyl-2-methylphenyl)-5-fluoro-2-[4-(1H-1,2,3-triazol-1-yl)piperidin-1-yl]pyrimidin-4-amine | HCID 59191957 | 34.3% |
Reaction Steps
A solution of the product of Step 1 (123 mg, 0.42 mmol), 4-(1H-1,2,3-triazol-1-yl)piperidine (94 mg, 0.50 mmol) and diisopropylethylamine (2 mL) was irradiated in 2-propanol (2 mL), in a microwave oven, at 150° C. for 2 h. The mixture was cooled and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel Biotage 40S, eluting with EtOAc/hexane (0%-100%) to give the product (59 mg, 34%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08252803B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-e3ad2da433b0470997d0757545dad0c1 |
| Source note | uspto-grants-2012_08 |