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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2214683Generated: October 31, 2026

Gamma-Aminobutyric Acid → 4-[3-Hydroxy-4(methoxy-naphthalen-1-yl methyl-carbamoyl)-2-oxo-2,5-dihydro-pyrrol-1-yl]-butyric acid

https://huagongshe.com/reaction/2214683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGamma-Aminobutyric AcidHCID 119—
ReactantFormaldehydeHCID 712—
Reactant4-{4-[(3,4-Dichloro-benzyl)-methoxy-carbamoyl]-3-hydroxy-2-oxo-2,5-dihydro-pyrrol-1-yl}-butyric acidHCID 54691711—
Reactant2-Hydroxy-3-(methoxy-naphthalen-1-ylmethyl-carbamoyl)-acrylic acid methyl esterHCID 72395063—
Product4-[3-Hydroxy-4(methoxy-naphthalen-1-yl methyl-carbamoyl)-2-oxo-2,5-dihydro-pyrrol-1-yl]-butyric acidHCID 8676025445%

Reaction Steps

2-Hydroxy-3-(methoxy-naphthalen-1-ylmethyl-carbamoyl)-acrylic acid methyl ester, paraformaldehyde and 4-amino-butyric acid were reacted using the method described for the synthesis of Compound 810 to give the title compound as an orange powder (0.0217 g, 45% yield). 1HNMR (300 MHz, CDCl3) δ: 8.09 (1H, d, J=8.05 Hz), 7.87 (2H, t, J=768 Hz), 7.57–7.41 (4H, m), 5.35 (2H, s), 4.16 (2H, s), 3.56 (3H, s), 3.54 (2H, t, J=6.33 Hz), 2.38 (2H, t, J=6.58 Hz) 1.91 (2H, t, J=6.22 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109186B2
Source datasetuspto-grants-2006_09
ORD IDord-8628b421e73a4cefa2a823eb34d98a92
Source noteuspto-grants-2006_09