HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869267Generated: October 30, 2026
N-methyl-2-pyrrolidone → 2-{[(1-Aminocyclohexyl)methyl]amino}-4-{[3-(methylcarbamoyl)phenyl]amino}-6-oxo-1,6-dihydropyrimidine-5-carboxamide
https://huagongshe.com/reaction/869267
Participants
| Role | Name | HCID | Charge |
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| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 1-Aminocyclohexanemethanamine | HCID 21150 | — |
| Reactant | 4-{[3-(Methylcarbamoyl)phenyl]amino}-2-(methylsulfinyl)-6-oxo-1,6-dihydropyrimidine-5-carboxamide | HCID 136375762 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-{[(1-Aminocyclohexyl)methyl]amino}-4-{[3-(methylcarbamoyl)phenyl]amino}-6-oxo-1,6-dihydropyrimidine-5-carboxamide | HCID 136375771 | 77.6% |
Reaction Steps
A mixture of 4-{[3-(methylcarbamoyl)phenyl]amino}-2-(methylsulfinyl)-6-oxo-1,6-dihydropyrimidine-5-carboxamide (Preparation Example 311) (234 mg), 1-(aminomethyl)cyclohexaneamine (172 mg) and NMP (2 mL) was stirred at 80° C. for 30 minutes. After cooling, the reaction liquid was diluted with ethyl acetate, and the precipitated solid was collected by filtration. This solid was heated with ethanol-water and washed to give 2-{[(1-aminocyclohexyl)methyl]amino}-4-{[3-(methylcarbamoyl)phenyl]amino}-6-oxo-1,6-dihydropyrimidine-5-carboxamide (215 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08969336B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-bbfc9d00c43c45e39b88ead7400fd8b8 |
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| Source note | uspto-grants-2015_03 |
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