HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74485Generated: October 29, 2026
1,4-Dioxane → HCID 178427333, compound
https://huagongshe.com/reaction/74485
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | [5-amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-[4-bromo-1-(toluene-4-sulfonyl)-1H-pyrrol-2-yl]-methanone | HCID 178427317 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178427333 | HCID 178427333 | — |
Reaction Steps
Dioxane (1.5 ml) and an aqueous solution (1.5 ml) of 1 M sodium bicarbonate were added to [5-amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-[4-bromo-1-(toluene-4-sulfonyl)-1H-pyrrol-2-yl]-methanone (57 mg), palladium chloride bis-triphenylphosphine complex (10 mg), and phenylboronic acid (37 mg). The mixture was reacted at 140° C. in a microwave reactor for ten minutes. The reaction mixture was diluted with water (5 ml), and then extracted with ethyl acetate. The organic layers were combined, and concentrated under reduced pressure. After HPLC purification, the eluate was desalted using PLHCO3 cartridge (PolymerLabs), and then concentrated under reduced pressure. Thus, [5-amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-[4-phenyl-1-(toluene-4-sulfonyl)-1H-pyrrol-2-yl]-methanone was obtained as a yellow powder (15 mg, 26%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08829199B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-1042735351e8486ab793684ee6135d7e |
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| Source note | uspto-grants-2014_09 |
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