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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376000Generated: November 1, 2026

Trifluoroacetic acid → HCID 86603622, compound

https://huagongshe.com/reaction/2376000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAnisoleHCID 7519—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86603621HCID 86603621—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 86603622HCID 86603622103.5%

Reaction Conditions

Temperature20 °C

Reaction Steps

To an ice-cooled solution of ethyl (2E)-3-(6-{(tert-butoxycarbonyl)[(3R)-1-(4-methoxybenzyl)-3-pyrrolidinyl]amino}-3-pyridyl)acrylate (360 mg) in dichloromethane (2 ml) was added anisole (11.0 ml) and TFA (2.0 ml), the mixture was stirred at 20° C. for 1 hour. The mixed solution was poured into a mixture of water (20 ml) and AcOEt (20 ml). The pH of the aqueous layer was adjusted to ca.9 with NaHCO3. The organic layer was separated, washed with brine, dried over sodium sulfate and evaporated under reduced pressure to give ethyl (2E)-3-(6-{[(3R)-1-(4-methoxybenzyl)-3-pyrrolidinyl]amino}-3-pyridyl)acrylate as syrup (295 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465731B2
Source datasetuspto-grants-2008_12
ORD IDord-27935e4497954c018503b91bed706284
Source noteuspto-grants-2008_12