Gamma-Aminobutyric Acid → HCID 54691766, compound

HRID 2214673Notes

Reaction equation

HRID 2214673 reaction equation
CC1(C)[O:6][C:5](=[CH:7][C:8]([N:10]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=2[S:20]([CH3:23])(=[O:22])=[O:21])[CH3:11])=[O:9])[C:4](=[O:24])O1.[CH2:26]=O.[NH2:28][CH2:29][CH2:30][CH2:31][C:32]([OH:34])=[O:33]>>[F:19][C:16]1[CH:17]=[CH:18][C:13]([CH2:12][N:10]([CH3:11])[C:8]([C:7]2[CH2:26][N:28]([CH2:29][CH2:30][CH2:31][C:32]([OH:34])=[O:33])[C:4](=[O:24])[C:5]=2[OH:6])=[O:9])=[C:14]([S:20]([CH3:23])(=[O:21])=[O:22])[CH:15]=1

Participants

4

Reactant 3

HCID 119Gamma-Aminobutyric AcidHCID 712FormaldehydeHCID 69656458HCID 69656458, compound

Product 1

HCID 54691766HCID 54691766, compoundYield 9%

Procedure

2-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-(4-fluoro-2-methanesulfonyl-benzyl)-N-methyl-acetamide was reacted with paraformaldehyde and 4-amino-butyric acid as described in Method 44B to give the title compound as a colorless oil (0.01 g, 9% yield). 1HNMR (300 MHz, CDCl3) δ: 7.78 (1H, dd, J=8.06, 2.57 Hz), 7.43 (1H, dd, J=8.60, 4.94 Hz), 7.36–7.30 (1H, m), 5.08 (2H, s), 4.20 (2H, s), 3.58 (2H, t, J=5.85 Hz), 3.16 (6H, s), 2.42 (2H, t, J=6.22 Hz), 1.95 (2H, t, J=6.59).

Sources & evidence

ORD record
ord-3e4e6c78b5e543a6ae34d9df412ee179
Source dataset
uspto-grants-2006_09
Patent number
US07109186B2

Reaction notes

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