HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1014697Generated: October 29, 2026
1,1'-Carbonyldiimidazole → 4-(3-(Cyclohexylmethyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-B]pyrazin-5-YL)benzamide
https://huagongshe.com/reaction/1014697
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 6-Bromo-1-(cyclohexylmethyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one | HCID 86626391 | — |
| Reactant | 6-Bromo-N2-(cyclohexylmethyl)pyrazine-2,3-diamine | HCID 86626392 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(3-(Cyclohexylmethyl)-2-oxo-2,3-dihydro-1H-imidazo[4,5-B]pyrazin-5-YL)benzamide | HCID 57401331 | 89% |
Reaction Steps
6-Bromo-1-(cyclohexylmethyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one. 6-Bromo-N2-(cyclohexylmethyl)pyrazine-2,3-diamine. (4.85 g, 17.01 mmol) was dissolved in THF (50 mL), 1,1′-carbonyldiimidazole (3.45 g, 21.26 mmol) was added, and the reaction solution was divided into 4 different vials. Each fraction was heated in a Biotage Emrys Optimizer microwave reactor at 120° C. for 30 min. The reacted fractions were combined and condensed under reduced pressure. The crude material was dissolved in minimal DMF and precipitated with deionized water while sonicating. The filtered product was dried in a vacuum oven at 60° C. over night to afford the title compound (4.72 g, 89%). MS (ESI) m/z 311.3 [M]+, 313.5 [M+2]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07981893B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-1dba2384092e466082a40a1618a52903 |
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| Source note | uspto-grants-2011_07 |
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