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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408639Generated: October 28, 2026

Sodium Carbonate → HCID 67493937, compound

https://huagongshe.com/reaction/408639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPyrrolidineHCID 31268—
ReactantHCID 59187099HCID 59187099—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 67493937HCID 6749393741.1%

Reaction Conditions

Temperature130 °C

Reaction Steps

0.852 g (11.98 mmol) of pyrrolidine is added to a sealed tube comprising 0.060 g (0.29 mmol) of 4-(6-chloropyridin-3-yl)-1-azabicyclo[2.2.1]heptane obtained in stage 5.1 of Example 5. The mixture is heated at 130° C. for 3 hours, cooled to ambient temperature and diluted with 40 ml of toluene and the combined mixture is concentrated under reduced pressure. The residue thus obtained is diluted with 50 ml of dichloromethane and poured into 300 ml of a saturated aqueous sodium carbonate solution. The aqueous phase is extracted twice with 100 ml of dichloromethane, and the combined organic phases are dried over sodium sulfate and concentrated under reduced pressure. The residue is purified by chromatography on a column of silica gel, elution being carried out with a mixture of chloroform, methanol and aqueous ammonia in the proportions 85/15/1.5. 0.029 g of the expected product is obtained in the form of a brown powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759343B2
Source datasetuspto-grants-2014_06
ORD IDord-c22904a9bbf24937a747a07902e4d744
Source noteuspto-grants-2014_06