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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179136Generated: October 29, 2026

Triethylamine → HCID 69508536, compound

https://huagongshe.com/reaction/1179136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant4-MethoxybenzylamineHCID 75452—
ReactantHCID 9807724HCID 9807724—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 69508536HCID 6950853656.1%

Reaction Steps

(4-Boc-amino-naphthyl)-(2-chloro-6-methyl-pyrimidinyl)-ether (see Example 1) (2.00 g, 5.18 mmol), 4-methoxybenzylamine (0.69 mL, 5.18 mmol) and triethylamine (0.73 mL, 5.18 mmol) were dissolved in 10 mL DMSO in a sealed tube. The tube was sealed and placed into a 95° C. oil bath. The reaction was stirred overnight, then cooled and ethyl acetate and water were added. The aqueous layer was washed twice with EtOAc. The organic extracts were combined, washed once with brine, dried (Na2SO4), filtered and concentrated in vacuo. The residue was dissolved in dichloromethane and purified by column chromatography on silica gel eluting with EtOAc/hexane, providing 0.625 g of the desired 4-methoxybenzylamino-pyrimidine intermediate as a bright yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279475B2
Source datasetuspto-grants-2007_10
ORD IDord-b53ccaf7170748b8b99eabcb10f8e2b1
Source noteuspto-grants-2007_10