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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520498Generated: October 29, 2026

Trifluoroacetic acid → (S)-5-((3-fluoropyrrolidin-1-yl)methyl)pyridin-2-amine

https://huagongshe.com/reaction/520498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(S)-tert-butyl 5-((3-fluoropyrrolidin-1-yl)methyl)pyridin-2-ylcarbamateHCID 67993091—
SolventDichloromethaneHCID 6344—
Product(S)-5-((3-fluoropyrrolidin-1-yl)methyl)pyridin-2-amineHCID 5855281197.3%

Reaction Steps

To a solution of (S)-tert-butyl 5-((3-fluoropyrrolidin-1-yl)methyl)pyridin-2-ylcarbamate 119 (7.00 g, 23.7 mmol) in dichloromethane (70 mL) was added TFA (15.5 g, 142 mmol). The mixture was stirred for 12 h at room temperature. The solvent was removed in vacuo and sat. aq Na2CO3 was added. The mixture was extracted with dichloromethane, dried (MgSO4) and concentrated to give 120 (4.50 g, 97% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09326986B2
Source datasetuspto-grants-2016_05
ORD IDord-0b63a8b1692447a6a669b542d9821e76
Source noteuspto-grants-2016_05