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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748314Generated: October 28, 2026

Acetic Acid → HCID 67235543, compound

https://huagongshe.com/reaction/1748314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 67236248HCID 67236248—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67235543HCID 6723554316%

Reaction Steps

To a solution of the crude 1-(3-Amino-3-methylbutyl)-1H-indole-2,6-dicarboxylic acid from the preceding step in THF (9.0 mL) is added 1,1′-carbonyldiimidazole (162 mg, 0.90 mmol) followed by 1,8-diazabicyclo[5.4.0] undec-7-ene (0.14 mL, 0.90 mmol). The mixture is stirred at room temperature for 2 h. Acetic acid (0.3 mL) and water (50 mL) are added and the mixture is extracted with EtOAc. The organic layers are dried (Na2SO4) and concentrated. The crude compound is purified by flash column chromatography using 10% methanol in CH2Cl2 to afford the title compound (17 mg, 16% for three steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150577B2
Source datasetuspto-grants-2015_10
ORD IDord-40aed164b44848e89c1c5bfeaf33580b
Source noteuspto-grants-2015_10