HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200484Generated: October 26, 2026
Trifluoroacetic acid → cis-3-(1H-indazol-5-ylamino)-5-(2-aminocyclohexylamino)pyrazine-2-carboxamide
https://huagongshe.com/reaction/2200484
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,2-Diaminocyclohexane, cis- | HCID 342917 | — |
| Reactant | 3-(1H-indazol-5-ylamino)-5-chloropyrazine-2-carboxamide | HCID 86685602 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | cis-3-(1H-indazol-5-ylamino)-5-(2-aminocyclohexylamino)pyrazine-2-carboxamide | HCID 86685601 | — |
Reaction Steps
To 3-(1H-indazol-5-ylamino)-5-chloropyrazine-2-carboxamide (˜100 mg) in ˜3 mL NMP was added 6 equivalents of DIEA and 20 equivalents of racemic cis-1,2-cyclohexanediamine. The mixture was heated at 150° C. in a sealed tube overnight. The reaction mixture was cooled, acidified with TFA, diluted with water and prepped via rpHPLC to give the title compound. MS found for C18H22N8O as (M+H)+367.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359308B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-8f706c864dd44eba8f00c85172298f84 |
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| Source note | uspto-grants-2016_06 |
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