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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514883Generated: October 29, 2026

Morpholine → HCID 68364832, compound

https://huagongshe.com/reaction/514883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantTrimethylsilyl cyanideHCID 82115—
ReactantSodium AcetateHCID 517045—
Reactant2-(Trifluoromethyl)pyrimidine-5-carbaldehydeHCID 17750941—
SolventAcetic AcidHCID 176—
ProductHCID 68364832HCID 6836483267%

Reaction Steps

To a mixture of 2-trifluoromethyl-pyrimidine-5-carbaldehyde (572 mg, 3.25 mmol) and TMSCN (645 mg, 6.49 mmol) in HOAc (10 ml) was added dropwise morpholine (311 mg, 3.57 mmol), followed by NaOAc (320 mg, 3.90 mmol). The mixture was stirred at room temperature overnight. The solvent was removed in vacuum. The residue was basified by addition of sat. aq. NaHCO3 solution to pH 8; then extracted with EtOAc (3×10 mL). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered and evaporated to yield the title compound (591 mg, yield: 67%). 1H NMR (CDCl3 400 MHz): δppm 9.10 (s, 2H), 4.96 (s, 1H), 3.88-3.71 (m, 4H), 2.79-2.55 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108938B2
Source datasetuspto-grants-2015_08
ORD IDord-7a6497c449554f028f295340b23f9e49
Source noteuspto-grants-2015_08