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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2078191Generated: October 31, 2026

Diisopropylethylamine → HCID 67099753, compound

https://huagongshe.com/reaction/2078191

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantGlycine tert-butyl ester hydrochlorideHCID 2725036—
ReactantHCID 67099727HCID 67099727—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67099753HCID 6709975312.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

tert-Butyl 2-aminoacetate hydrochloride (901 mg, 5376 μmol) was added to a mixture of ethyl 6′-chloro-4′-hydroxy-2′-oxo-spiro[cyclohexane-1,1′-naphthalene]-3′-carboxylate (1.20 g, 3584 μmol) in 1,4-dioxane (3584 μL) and N-ethyl-N-isopropylpropan-2-amine (1873 μL, 10753 μmol). The resulting mixture was heated at 80° C. for 2 hours. The resulting mixture was then diluted with 100 mL of EtOAc, added to a separatory funnel, partitioned with NaHCO3 (saturated, aqueous), washed 2 times with 50 mL of NaHCO3 (saturated, aqueous), separated, dried over Na2SO4, and concentrated in vacuo to give the title compound (185 mg) as a light yellow solid after purification via preparatory HPLC. MS (m/z)=364 (M+H-tBu)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928139B2
Source datasetuspto-grants-2011_04
ORD IDord-3cc68ec55ae049ee974d31a58b317160
Source noteuspto-grants-2011_04