HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluorobenzaldehyde → 4-{3-[1-(4-Fluoro-phenyl)-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl]-phenyl}-tetrahydro-pyran-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Reactant | Iodo benzene diacetate | HCID 12217721 | — |
| Reactant | 4-[3-(2-Hydrazino-quinolin-6-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-carbonitrile | HCID 58257774 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-{3-[1-(4-Fluoro-phenyl)-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl]-phenyl}-tetrahydro-pyran-4-carbonitrile | HCID 67090991 | — |
Reaction Steps
5i (203 mg, 0.54 mmol) was suspended in CH2Cl2. 4-Fluorobenzaldehyde (0.07 mL, 0.65 mmol) was added, and the reaction was stirred at room temperature for 4 hours. Iodobenzene diacetate (176 mg, 0.54 mmol) was added, and the reaction was stirred overnight at room temperature. The reaction was adsorbed onto silica gel and concentrated, and then purified by silica gel chromatography (20-100% EtOAc in hexanes, followed by 0-10% MeOH in EtOAc) to give the desired product, 5j.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07919621B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-274852242f36437b9f61aab4c7919ad5 |
| Source note | uspto-grants-2011_04 |