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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403295Generated: October 31, 2026

Trifluoroacetic acid → HCID 68325566, compound

https://huagongshe.com/reaction/2403295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTetrahydrofuran ethyl acetateHCID 21939870—
ReactantHCID 68325766HCID 68325766—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 68325566HCID 6832556692%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of tert-butyl 2-(6-(5-chloropyridin-2-ylamino)pyridin-3-yl)morpholine-4-carboxylate (22 mg) in acetonitrile (1.5 ml) and water (4.5 ml) was added trifluoroacetic acid (43 μl). The reaction mixture was then capped and the mixture was shaken at 80° C. for 3 h. The reaction mixture was then cooled to room temperature and poured into EtOAc/THF (1:1) and washed with 1 M aq. NaOH. The organic layer was dried over Na2SO4 and concentrated in vacuo. The crude material was purified by flash column chromatography (Isolute® Flash-NH2 from Separtis; gradient: heptane/EtOAc/MeOH) to afford (RS)-5-chloro-N-(5-(morpholin-2-yl)pyridin-2-yl)pyridin-2-amine (15 mg, 92%) as a colourless amorphous solid. MS (ISP): 293.1 ([{37Cl}M+H]+), 291.1 ([{35Cl}M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802673B2
Source datasetuspto-grants-2014_08
ORD IDord-913e89530fb54d08877ff83af9455073
Source noteuspto-grants-2014_08