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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1040573Generated: October 30, 2026

Cyclopropanecarboxylic acid → HCID 67390530, compound

https://huagongshe.com/reaction/1040573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanecarboxylic acidHCID 15655—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 86657596HCID 86657596—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
ProductHCID 67390530HCID 6739053070.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552205B2
Source datasetuspto-grants-2013_10
ORD IDord-14d14375139e421289f5e42627840af6
Source noteuspto-grants-2013_10