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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 541480Generated: October 26, 2026

Triethylamine → Methyl 2,4-dimethyl-5-(3a,4,6,6a-tetrahydro-1H-furo[3,4-d]imidazol-2-yl)benzoate

https://huagongshe.com/reaction/541480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant117180-87-7HCID 14171647—
ReactantMethyl 5-(imino(methoxy)methyl)-2,4-dimethylbenzoate hydrochlorideHCID 68288394—
SolventEthanolHCID 702—
ProductMethyl 2,4-dimethyl-5-(3a,4,6,6a-tetrahydro-1H-furo[3,4-d]imidazol-2-yl)benzoateHCID 6828815047%

Reaction Conditions

Temperature80 °C

Reaction Steps

Into around-bottom flask, was placed a solution of tetrahydrofuran-3,4-diamine (compound 466.3, 140 mg, 1.17 mmol, 1.00 equiv, 85%) in ethanol (6 mL). Methyl 5-(imino(methoxy)methyl)-2,4-dimethylbenzoate hydrochloride (compound 466.4, 300 mg, 0.930 mmol, 1.00 equiv) and triethylamine (140 mg, 1.38 mmol, 1.00 equiv) were added and the resulting solution was stirred overnight at 80° C., then concentrated in vacuo. The residue was purified by silica gel chromatography with dichloromethane/methanol (10:1) as the eluent to obtain the title compound as a brown oil (120 mg, 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871790B2
Source datasetuspto-grants-2014_10
ORD IDord-f19c24170b1c45d5b84a02beabdb489f
Source noteuspto-grants-2014_10