Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl squarate | HCID 123228 | — |
| Reactant | HCID 62916971 | HCID 62916971 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 89526361 | HCID 89526361 | 63% |
Reaction Steps
A mixture of the 30 ml of the solution of (3-aminophenyl)-(3-hydroxypyrrolidin-1-yl)methanone in ethanol and 6.81 g of 3,4-diethoxycyclobut-3-ene-1,2-dione (40.0 mmol, 2.5 eq) was heated at 60° C. overnight. The reaction medium was evaporated and the residue was chromatographed on silica gel eluted with heptane/ethyl acetate at 4/1, 2:1, then dichloromethane/methanol (6%). 3.03 g of 3-ethoxy-4-[3-(3-hydroxypyrrolidine-1-carbonyl)phenylamino]cyclobut-3-ene-1,2-dione were obtained. Yield=63%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09090596B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-d946e9a49c784dabba03655778c14f15 |
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| Source note | uspto-grants-2015_07 |
|---|