HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodo benzene diacetate → 8-(Tert-butyldimethylsilyloxy)-2-(7-methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodo benzene diacetate | HCID 12217721 | — |
| Reactant | N-[(E)-[8-[tert-butyl(dimethyl)silyl]oxyquinolin-2-yl]methylideneamino]-4-methylpyridin-2-amine | HCID 67230767 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 8-(Tert-butyldimethylsilyloxy)-2-(7-methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinoline | HCID 67229636 | 82.6% |
Reaction Steps
(E)-8-(tert-Butyldimethylsilyloxy)-2-((2-(4-methylpyridin-2-yl)hydrazono)methyl)quinoline (0.720 g, 1.83 mmol) was suspended in DCM (6 mL) at ambient temperature. Iodobenzene diacetate (0.650 g, 2.02 mmol) was added and the solution was allowed to stir at ambient temperature overnight. The mixture was concentrated to an orange oil and purified directly by column chromatography (20% EtOAc/DCM to 50% EtOAc/DCM) to provide the desired product (0.590 g, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987251B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-32400bb7b62a4bf7901c8d8e3bae6366 |
| Source note | uspto-grants-2015_03 |