HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869268Generated: October 31, 2026
Ethyl Acetate → 5-{[(1-Aminocyclohexyl)methyl]amino}-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide
https://huagongshe.com/reaction/869268
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 1-Aminocyclohexanemethanamine | HCID 21150 | — |
| Reactant | 5-Chloro-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide | HCID 86662046 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-{[(1-Aminocyclohexyl)methyl]amino}-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide | HCID 66642890 | 59.3% |
Reaction Steps
A mixture of 5-chloro-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide (Preparation Example 353) (150 mg), 1-(aminomethyl)cyclohexaneamine (163 mg) and NMP (1 mL) was heated at 180° C. for 20 minutes using a microwave reaction system. The reaction liquid was cooled, and ethyl acetate and water were added and stirred for 30 minutes. Thereafter, the precipitated powder was collected by filtration. This powder was heated with ethanol-water (1:1) and washed to give 5-{[(1-aminocyclohexyl)methyl]amino}-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide (112 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-c13fa5b3628040a1ac1bebae7bb831a6 |
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| Source note | uspto-grants-2015_03 |
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