HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1040573Generated: October 30, 2026
Cyclopropanecarboxylic acid → HCID 67390530, compound
https://huagongshe.com/reaction/1040573
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclopropanecarboxylic acid | HCID 15655 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 86657596 | HCID 86657596 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67390530 | HCID 67390530 | 70.7% |
Reaction Steps
Cyclopropanecarboxylic acid (0.00903 mL, 0.108 mmol) and HATU (25.605 mg, 0.0673 mmol) were dissolved in dry DMF (1 mL). Stirred for 5 min. To this solution was added (R)-5-(4-Cyano-benzyl)-7-(3,5-dichloro-phenyl)-5-methyl-6-oxo-6,7-dihydro-5H-imidazo[1,2-a]imidazole-3-carboxylic acid {1-[1-(4-aminomethyl-pyridin-2-yl)-cyclopropylcarbamoyl]-cyclopropyl}-amide dihydrochloric acid salt (40 mg, 0.0539 mmol) followed by DIPEA (0.038 mL, 0.215 mmol). Stirred at room temperature for 30 min. Diluted with ACN (1 mL) and water (1 mL) and filtered. The crude product was purified by reverse phase HPLC using 20-95% ACN/water as the gradient. Solvent was evaporated. The resultant product was redissolved in 10% MeOH/DCM and filtered through a basic (NH2) cartridge. Solvent was evaporated to afford 28.1 mg of the title compound as a white solid, m/z 737.7 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08552205B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-14d14375139e421289f5e42627840af6 |
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| Source note | uspto-grants-2013_10 |
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