Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486789Generated: October 30, 2026

Acetic Acid → HCID 58932988, compound

https://huagongshe.com/reaction/1486789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylamineHCID 8471—
ReactantHCID 66810963HCID 66810963—
SolventDichloromethaneHCID 6344—
ProductHCID 58932988HCID 58932988—

Reaction Conditions

Temperature25 °C

Reaction Steps

Trifluoroacetic acid (56.0 mL, 10 eq) was added to a flask containing a ˜5° C. solution of 4-{[(2-isopropyl-1H-benzoimidazole-4-carbonyl)amino]methyl}-piperidine-1-carboxylic acid tert-butyl ester (30.0 g, 1.0 eq) in dichloromethane (300 mL) while maintaining the temperature below 10° C. The resulting mixture was stirred at 20-30° C. for 2 h. When the reaction was complete, triethylamine (73.2 mL, 7.0 eq) and acetic acid (4.3 mL, 1.0 eq) were added to provide a solution of the title intermediate with an apparent pH of approximately 4 that was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428489B2
Source datasetuspto-grants-2016_08
ORD IDord-30df1866995541a5b517cb0cc3307b1e
Source noteuspto-grants-2016_08