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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1245060Generated: October 30, 2026

Citric Acid → HCID 21921391, compound

https://huagongshe.com/reaction/1245060

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantFelbinacHCID 3332—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Bromoisoquinolin-3-amineHCID 289845—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 21921391HCID 2192139186.7%

Reaction Steps

To a solution of 4-biphenylacetic acid (1.0 g, 4.7 mmol) in 10 ml of anhydrous DMF was added HBTU (2.1 g, 5.7 mmol) and 1.0 ml of DIEA. The mixture was stirred at room temperature for 10 min, and then 1-bromo-3-isoquinolinamine (0.68 g, 4.7 mmol) was added. After stirring over night, the mixture was poured into water, acidified with 10% citric acid, and extracted with ethyl acetate. The organic extracts were washed with water and brine, dried over Na2SO4. After the condensation of the solvent, the residue was purified by flash column chromatography (SiO2, 1:1 hexane:ethyl aceate) to provide the title compound (1.7 g, 86%) as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07122580B2
Source datasetuspto-grants-2006_10
ORD IDord-e76bcb9671b94d2f8b351024d4c0996a
Source noteuspto-grants-2006_10