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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378090Generated: October 30, 2026

Acetic Acid → HCID 11628613, compound

https://huagongshe.com/reaction/2378090

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1-Piperazinecarboxylic acid, ethyl esterHCID 8431—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 11563567HCID 11563567—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 11628613HCID 1162861338%

Reaction Steps

To a solution of 7-formyl-1-methyl-1H-indole-2-carboxylic acid (5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-amide (see Example 2, 30 mg, 0.066 mmol) and ethyl N-piperazinocarboxylate (104 mg, 0.66 mmol) in dichloroethane (2 mL) was added acetic acid (0.1 mL). The mixture was stirred at room temperature for 4 h. Sodium triacetoxyborohydride (35 mg, 0.156 mmol) was then added to the reaction mixture. The reaction was stirred overnight at room temperature and then quenched with saturated NaHCO3 solution. The mixture was then extracted with EtOAc and dichloromethane in sequence, dried over Na2SO4 and concentrated. The residue was purified by preparative-TLC, eluting with EtOAc-hexane, 1:1, providing 15 mg (38%) of the title compound. ESI MS m/z 600.37 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07470692B2
Source datasetuspto-grants-2008_12
ORD IDord-3ae6967227ca4e06b14dee01792f7869
Source noteuspto-grants-2008_12