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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535440Generated: November 3, 2026

Trifluoroacetic acid methylene chloride → N-methyl-N-[6-[2-(methylamino)propanoylamino]-2-(2-phenyl-ethynyl)pyridin-3-yl]oxane-4-carboxamide

https://huagongshe.com/reaction/535440

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acid methylene chlorideHCID 21863450—
Reactanttert-butyl-N-methyl-N-[1-[[5-[methyl(oxane-4-carbonyl)amino]-6-(2-phenyl-ethynyl)pyridin-2-yl]amino]-1-oxopropan-2-yl]carbamateHCID 86694429—
SolventDichloromethaneHCID 6344—
ProductN-methyl-N-[6-[2-(methylamino)propanoylamino]-2-(2-phenyl-ethynyl)pyridin-3-yl]oxane-4-carboxamideHCID 86694430—

Reaction Steps

A mixture of tert-butyl-N-methyl-N-[1-[[5-[methyl(oxane-4-carbonyl)amino]-6-(2-phenylethynyl)pyridin-2-yl]amino]-1-oxopropan-2-yl]carbamate F5b (5 mg) and DCM:TFA (9:1, 1 ml) is stirred at RT for 100 minutes. The mixture is diluted with DCM and extracted with a saturated aqueous solution of NaHCO3. The combined organic layers are dried over MgSO4 and concentrated in vacuo. The product is purified by RP HPLC. Yield: 7 mg. HPLC-MS: M+H=421; tR=1.33 min (*Method—1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859541B2
Source datasetuspto-grants-2014_10
ORD IDord-f6bc19281df84d8ca770c1dda30b25c2
Source noteuspto-grants-2014_10