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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2264655Generated: October 30, 2026

Methanol → HCID 58155399, compound

https://huagongshe.com/reaction/2264655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantEthylamineHCID 6341—
ReactantTrimethylaluminumHCID 16682925—
ReactantHCID 59596848HCID 59596848—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
SolventHeptaneHCID 8900—
ProductHCID 58155399HCID 5815539948%

Reaction Steps

105 mg (0.26 mmol) of 2-[[2-[4-(3-fluoro-benzyloxy)-3-methoxy-phenyl]-ethyl]-(cyclopropylmethyl)amino]-acetic acid methyl ester were dissolved in 5 ml of dry toluene. 0.5 ml of a 2 M (1 mmol) solution of ethylamine in tetrahydrofuran were added at 0° C., followed by 0.4 ml (0.8 mmol) of a 2 M solution of trimethyl aluminium in heptane. The reaction was stirred for 4 hours at room temperature. The solution was cooled to 0° C. and poured into methanol. The solvent was removed and the crude product was purified by flash chromatography (ethyl acetate/hexane 0:100→85:15 gradient v:v) to obtain 52 mg (48% yield) of the title compound as a hygroscopic solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855227B2
Source datasetuspto-grants-2010_12
ORD IDord-241fcda60f764edd85e87b706da9f669
Source noteuspto-grants-2010_12