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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2091547Generated: November 1, 2026

Ethyl Acetate → HCID 24798769, compound

https://huagongshe.com/reaction/2091547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantN-(tert-butoxycarbonyl)glycineHCID 78288—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 16660652HCID 16660652—
SolventDimethylformamideHCID 6228—
ProductHCID 24798769HCID 2479876986%

Reaction Steps

5-(5-Fluoro-2-methylphenoxymethyl)-6-(4-hydroxy-2-methoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline (Reference Compound No. 3-1, 30.2 mg, 0.070 mmol) and Boc-glycine (15.1 mg, 0.086 mmol) were dissolved in N,N-dimethylformamide (1 mL), N,N-diisopropylethylamine (31.4 μL, 0.18 mmol) and O-(7-azabenzotriazol-1-yl)-N,N,N,N-tetramethyluronium hexafluorophosphate (35.4 mg, 0.093 mmol) were added thereto, and then the mixture was stirred at room temperature overnight. Ethyl acetate (10 mL) was added to the reaction mixture, then the mixture was washed with water (10 mL) and saturated brine (10 mL) successively. The organic layer was dried over anhydrous magnesium sulfate and the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give the titled compound (35.3 mg) as a colorless amorphous product. (Yield 86%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440660B2
Source datasetuspto-grants-2013_05
ORD IDord-08ff140e7dd04eab87391c056d3c0f93
Source noteuspto-grants-2013_05