HuagongsheHuagongshe Chemistry Print Report · For research reference only
Gamma-Aminobutyric Acid → 4-[3-Hydroxy-4(methoxy-naphthalen-1-yl methyl-carbamoyl)-2-oxo-2,5-dihydro-pyrrol-1-yl]-butyric acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Gamma-Aminobutyric Acid | HCID 119 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 4-{4-[(3,4-Dichloro-benzyl)-methoxy-carbamoyl]-3-hydroxy-2-oxo-2,5-dihydro-pyrrol-1-yl}-butyric acid | HCID 54691711 | — |
| Reactant | 2-Hydroxy-3-(methoxy-naphthalen-1-ylmethyl-carbamoyl)-acrylic acid methyl ester | HCID 72395063 | — |
| Product | 4-[3-Hydroxy-4(methoxy-naphthalen-1-yl methyl-carbamoyl)-2-oxo-2,5-dihydro-pyrrol-1-yl]-butyric acid | HCID 86760254 | 45% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07109186B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-8628b421e73a4cefa2a823eb34d98a92 |
| Source note | uspto-grants-2006_09 |