HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666620Generated: November 1, 2026
1-Hydroxybenzotriazole → HCID 57970077, compound
https://huagongshe.com/reaction/1666620
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-(p-Chlorophenyl)cyclobutanecarboxylic acid | HCID 602761 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 57970090 | HCID 57970090 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57970077 | HCID 57970077 | 76.6% |
Reaction Steps
To a mixture of (S)-6-methoxy-4-methyl-N-(pyrrolidin-3-yl)quinolin-2-amine (0.50 g), 1-(4-chlorophenyl)-1-cyclobutane carboxylic acid (0.41 g), and DMF (6 mL) were added HOBt (0.39 g) and EDC.HCl (0.56 g), and the mixture was stirred at room temperature for 12 h. The reaction mixture was diluted with ethyl acetate and water, followed by addition of a saturated sodium hydrogencarbonate solution to extract the mixture. The organic layer was dried with anhydrous magnesium sulfate, then the desiccant was removed by filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (silica gel, chloroform/methanol, and NH silica gel, ethyl acetate) to obtain colorless amorphous (S)-(1-(4-chlorophenyl)cyclobutyl)-(3-(6-methoxy-4-methylquinolin-2-ylamino)pyrrolidin-1-yl)methanone (0.67 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08044068B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-3d31d53a979148eda1563c2d7693ef9d |
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| Source note | uspto-grants-2011_10 |
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