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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896491Generated: October 27, 2026

Diisopropylcarbodiimide → (2-(1Azabicyclo[2.2.2]oct-3yl)acetoxy}-2,3,5,6-tetrafluorobenzoic acid

https://huagongshe.com/reaction/1896491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylcarbodiimideHCID 12734—
ReactantTetrafluoro-4-hydroxybenzoic acidHCID 98835—
Reactant2-(Quinuclidin-3-yl)acetic acid hydrochlorideHCID 23024147—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
Product(2-(1Azabicyclo[2.2.2]oct-3yl)acetoxy}-2,3,5,6-tetrafluorobenzoic acidHCID 17979834235.9%

Reaction Steps

2 g of the polymeric support resin from Example 8A (loading about 1.36 mmol/g, 2.72 mmol) are suspended in 20 ml of DMF and shaken with 1.23 g (5.98 mmol) of 1-azabicyclo[2.2.2]oct-3-ylacetic acid hydrochloride and 130 mg (1.09 mmol) of DMAP for 10 min. Then 1.06 ml (6.80 mmol) of N,N′-diisopropylcarbodiimide are added, and the mixture is shaken overnight. The resin is filtered off with suction, washed twice each with 20 ml each of DMF, THF and DCM and dried under high vacuum. 2.318 g of the polymer-bound title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518967B2
Source datasetuspto-grants-2013_08
ORD IDord-4246ec0e320f479ba6feda3a69b9de48
Source noteuspto-grants-2013_08