Gamma-Aminobutyric Acid → HCID 54691761, compound

HRID 2214666Notes

Reaction equation

HRID 2214666 reaction equation
CO[C:3](=[O:22])[C:4]([OH:21])=[CH:5][C:6](=[O:20])[N:7]([CH3:19])[CH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][CH:10]=1.[CH2:23]=O.[NH2:25][CH2:26][CH2:27][CH2:28][C:29]([OH:31])=[O:30]>>[OH:21][C:4]1[C:3](=[O:22])[N:25]([CH2:26][CH2:27][CH2:28][C:29]([OH:31])=[O:30])[CH2:23][C:5]=1[C:6](=[O:20])[N:7]([CH3:19])[CH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 3

HCID 119Gamma-Aminobutyric AcidHCID 712FormaldehydeHCID 69655692HCID 69655692, compound

Product 1

HCID 54691761HCID 54691761, compoundYield 55%

Procedure

2-Hydroxy-3-(methyl-naphthalen-1-ylmethyl-carbamoyl)-acrylic acid methyl ester was treated with paraformaldehyde and 4-amino-butyric acid according to the procedure described in the preparation of compound 12 to give the title compound as a white powder (0.0210 g, 55% yield). 1HNMR (300 MHz, CDCl3) δ: 7.93–7.81 (2H, m), 7.55–7.42 (4H, m), 7.42–7.28 (1H, m), 5.13 (2H, s), 4.14 (2H, s), 3.52–3.50 (2H, m), 2.36–2.29 (2H, m), 1.90–1.87 (2H, m).

Sources & evidence

ORD record
ord-8efb0ca05e6445f7ad47651e62321b71
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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