Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1808832Generated: November 1, 2026

4-Methylmorpholine → HCID 67773853, compound

https://huagongshe.com/reaction/1808832

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant3-Chloro-4-fluorobenzoic acidHCID 520989—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 67772533HCID 67772533—
SolventDimethylformamideHCID 6228—
ProductHCID 67773853HCID 6777385347.2%

Reaction Steps

3-Chloro-4-fluorobenzoic acid (0.087 g, 0.50 mmol), TBTU (0.175 g, 0.54 mmol) and NMM (0.125 mL, 1.13 mmol) was mixed in DMF (2 mL). After 10 min at rt was (S)-1-(3,3-difluoropiperidin-1-yl)-N,3-dimethylbutan-2-amine (Compound S2) (0.1 g, 0.45 mmol) and additional DMF (1 mL) added. The resultant mixture was stirred at rt overnight. The mixture was concentrated and the residue dissolved in DCM (5 mL). The organic phase was washed with NaHCO3 (saturated, 5 mL), filtered through a phase separator and concentrated under reduced pressure. The residue was purified by preparative HPLC to give the title compound (80 mg, 47%). HRMS (M+H)+: calculated 377.1607. found 377.1613.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08361998B2
Source datasetuspto-grants-2013_01
ORD IDord-53644f506d164290aeab4a5cef95bad2
Source noteuspto-grants-2013_01