HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223713Generated: October 25, 2026
1,1'-Carbonyldiimidazole → 3-[2-(4-Benzyl-piperidin-1-yl)-ethyl]-1-methyl-1-(2-methyl-quinolin-4-yl)-urea
https://huagongshe.com/reaction/2223713
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Reactant | 2-(4-Benzylpiperidin-1-yl)ethan-1-amine | HCID 2779831 | — |
| Reactant | N,2-dimethylquinolin-4-amine | HCID 13042979 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-[2-(4-Benzyl-piperidin-1-yl)-ethyl]-1-methyl-1-(2-methyl-quinolin-4-yl)-urea | HCID 17956492 | — |
Reaction Steps
To a stirred solution of CDI (178 mg, 1.1 mmol) in DMSO (5 mL) is added a solution of 2-(4-benzyl-piperidin-1-yl)-ethylamine (218 mg, 1 mmol) in DMSO (1 mL). The reaction mixture is stirred at 20° C. for 3 h. Methyl-(2-methyl-quinolin-4-yl)-amine (173 mg, 1 mmol) is added. To the resulting solution is added in a single portion NaHMDS (2 M in THF, 1.25 mL, 2.5 mmol). The reaction mixture is stirred at 20° C. for 24 h, then H2O (0.4 mL) is added. The reaction mixture is evaporated and the residue purified by preparative HPLC to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07375227B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-3925a18c660d4ba7bf8c3fa196ebf96e |
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| Source note | uspto-grants-2008_05 |
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