HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360194Generated: October 30, 2026
1-Hydroxybenzotriazole → HCID 57928295, compound
https://huagongshe.com/reaction/1360194
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | Aminoacetonitrile hydrochloride | HCID 11491918 | — |
| Reactant | HCID 66924253 | HCID 66924253 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57928295 | HCID 57928295 | 41.5% |
Reaction Steps
4-(2-Oxo-3,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-1(2H)-yl)adamantan-1-carboxylic acid (50 mg) was suspended in N,N-dimethyl formamide (1 ml). To the suspension were added aminoacetonitrile hydrochloride (17 mg), 1-hydroxybenzotriazole (28 mg), diisopropylethylamine (62 μl), and 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (41 mg) successively, and the mixture was stirred overnight at ambient temperature. To the reaction solution were added ethyl acetate and water, and the organic layer was extracted. The organic layer was washed with saturated brine, dried over magnesium sulfate, and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol) to obtain N-(cyanomethyl)-4-(2-oxo-3,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-1(2H)-yl)adamantan-1-carboxamide (23 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07879844B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-692b2340da194fdfa7970234bb84e1bb |
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| Source note | uspto-grants-2011_02 |
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