HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1162359Generated: October 26, 2026
Phenyl isocyanate → (2-(4-(5-methyl-3-oxo-1H-imidazo[1,5-c]imidazol-2(3H)-yl)-1-piperidinyl)-2-oxo-1-phenylethyl)-N'-phenylurea
https://huagongshe.com/reaction/1162359
Participants
| Role | Name | HCID | Charge |
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| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 2-(1-(2-amino-2-phenylacetyl)-4-piperidinyl)-5-methyl-1,2-dihydro-3H-imidazo[1,5-c]imidazol-3-one dihydrochloride | HCID 23138338 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (2-(4-(5-methyl-3-oxo-1H-imidazo[1,5-c]imidazol-2(3H)-yl)-1-piperidinyl)-2-oxo-1-phenylethyl)-N'-phenylurea | HCID 23138099 | 60.1% |
Reaction Steps
2-(1-(2-Amino-2-phenylacetyl)-4-piperidinyl)-5-methyl-1,2-dihydro-3H-imidazo[1,5-c]imidazol-3-one dihydrochloride (0.21 g) obtained in Example 115a) and DBU (0.15 g) were dissolved in acetonitrile (10 ml). Phenyl isocyanate (66 mg) was added thereto, and mixed at room temperature for 2 hours. The solvent was distilled off under reduced pressure and the residue was dissolved in ethyl acetate. The reaction mixture was washed with an aqueous sodium hydrogen carbonate solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified with silica gel column (ethyl acetate to ethyl acetate/methanol=5/1) and solidified with ethyl acetate and diethyl ether to obtain the title compound (0.14 g, 59%) as colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07820673B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-aca0fecb0d7744108324ac6a1f97e603 |
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| Source note | uspto-grants-2010_10 |
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