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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623320Generated: November 1, 2026

Triethylamine → HCID 66937075, compound

https://huagongshe.com/reaction/1623320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,3,6-TrifluoropyridineHCID 2783288—
Reactant(4-Methyloxan-4-yl)methanamineHCID 54165201—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 66937075HCID 66937075—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2,3,6-trifluoropyridine (858 mg, 6.45 mmol), (4-methyltetrahydro-2H-pyran-4-yl)methanamine (1000 mg, 7.74 mmol) and triethylamine (2.158 mL, 15.48 mmol) in NMP (16 mL) was heated at 70° C. for 1 hr. The reaction mixture was allowed to ambient temperature and was diluted with EtOAc (˜100 mL), brine (˜50 mL) and water (˜50 mL). The separated organic layer was washed with brine (1×), 0.3N aqueous HCl (2×), saturated aqueous NaHCO3 solution (1×), brine (1×), dried over Na2SO4, filtered off and concentrated in vacuo to provide crude 3,6-difluoro-N-((4-methyltetrahydro-2H-pyran-4-yl)methyl)pyridin-2-amine as a colorless oil, which was directly used in the next reaction without further purification. Yield: 1.4 g. LCMS (m/z): 243.1 [M+H]+; Retention time=0.86 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778951B2
Source datasetuspto-grants-2014_07
ORD IDord-2ba110b17a734a15a1071c98564eb487
Source noteuspto-grants-2014_07