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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685765Generated: November 2, 2026

Glycolic Acid → HCID 67265520, compound

https://huagongshe.com/reaction/1685765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycolic AcidHCID 757—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 67265437HCID 67265437—
SolventDimethylformamideHCID 6228—
ProductHCID 67265520HCID 67265520—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of glycolic acid (15 mg, 202 μmol) and DIPEA (35 mg, 270 μmol) in DMF (5 mL) is added HOBt (27 mg, 202 μmol) and EDC hydrochloride (39 mg, 202 μmol) at 0° C. The mixture is stirred for 15 min at 0° C. Then 2-{4-[5-(5-diethylaminomethyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-phenyl}-ethylamine is added and stirring is continued for 1 h at 0° C. The reaction is quenched with water, diluted with sat. aq. NaHCO3 and the mixture is extracted three times with EA. The combined organic extracts are dried over MgSO4, filtered and concentrated. The crude product is purified on prep. TLC plates using DCM containing 10% of 7 N NH3 in methanol to give the title compound (4 mg) as a colourless oil; LC-MS: tR=0.69 min; [M+1]+=429.06.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148410B2
Source datasetuspto-grants-2012_04
ORD IDord-e733ef2d545a41968c2e145ece6a88eb
Source noteuspto-grants-2012_04