HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodo benzene diacetate → Methyl 4-[3-(1-quinolin-6-ylcyclopropyl) [1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodo benzene diacetate | HCID 12217721 | — |
| Reactant | 1-Quinolin-6-ylcyclopropanecarbaldehyde | HCID 59216277 | — |
| Reactant | Methyl 4-(3-hydrazino-1,2,4-triazin-6-yl)benzoate | HCID 59216328 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Methyl 4-[3-(1-quinolin-6-ylcyclopropyl) [1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzoate | HCID 59216329 | 60.6% |
Reaction Steps
A mixture of methyl 4-(3-hydrazino-1,2,4-triazin-6-yl)benzoate (115 mg, 0.000469 mol) and 1-quinolin-6-ylcyclopropanecarbaldehyde (92 mg, 0.00047 mol) in ethanol (2 mL) and acetic acid (0.5 mL) was stirred at RT for 6 h. The volatiles were removed under reduced pressure. The residue was dried under high vacuum, and then dissolved in methylene chloride (6 mL). To the solution was added iodobenzene diacetate (180 mg, 0.00056 mol). The reaction mixture was stirred at RT overnight. The solvent was evaporated and the residue was flash chromatographed on a silica gel column to afford the desired product (120 mg, 60%). Analytical LCMS: (M+H)+=423.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143251B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-61985aac30cb49bab38e56c45214d3e8 |
| Source note | uspto-grants-2012_03 |