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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532960Generated: October 31, 2026

Triethylamine → HCID 15376259, compound

https://huagongshe.com/reaction/1532960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4,5-Dichloro-6-ethylpyrimidineHCID 11137668—
ReactantHCID 15376258HCID 15376258—
ReactantHCID 20498269HCID 20498269—
SolventWaterHCID 962—
ProductHCID 15376259HCID 15376259—

Reaction Conditions

Temperature85 °C

Reaction Steps

2.4 g (13.5 mmol) of 4,5-dichloro-6-ethylpyrimidine, 2.4 g (13.5 mmol) of 5-amino-2-phenyltetrahydropyran (prepared from 2-phenyltetrahydropyran-5-ol (cf. U.S. Pat. No. 4,388,104) analogously to the routes described in Example A) and 3 ml (21 mmol) of triethylamine were heated for 12 hours at 85° C. After cooling, the mixture was diluted with water and extracted with ether, and the organic phase was washed with saturated NaCl solution. After drying and concentrating, the residue was purified by column chromatography using petroleum ether/ethyl acetate (9:1, 8:2). This gave 0.65 g (15% of theory) of the trans isomer as a colorless oil and 2.17 g (51% of theory) of the cis isomer as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06207668B1
Source datasetuspto-grants-2001_03
ORD IDord-3d320e174bfa45989fcdd837f478be03
Source noteuspto-grants-2001_03