Ethyl 3-(3-(4-octylphenyl)ureido)propanoate → 3-(3-(4-Octylphenyl)-2-oxoimidazolidin-1-yl)propanoic acid

HRID 717629Notes

Reaction equation

HRID 717629 reaction equation
[CH2:1]([C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][C:22]([O:24]CC)=[O:23])[C:16]2=[O:27])=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C(C1C=CC(NC(=O)NCCC(OCC)=O)=CC=1)CCCCCCC>>[CH2:1]([C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][C:22]([OH:24])=[O:23])[C:16]2=[O:27])=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 66615004Ethyl 3-(3-(4-octylphenyl)ureido)propanoateHCID 66615017HCID 66615017, compound

Product 1

HCID 461993653-(3-(4-Octylphenyl)-2-oxoimidazolidin-1-yl)propanoic acidYield 33%

Procedure

When the product of Step A is substituted for ethyl 3-(3-(4-octylphenyl)ureido)propanoate in Example 11, Step B, the identical process afforded the title compound in 33% yield, as a colourless solid. 1H-NMR (CDCl3) 7.39 (d, 2H, J=8.4 Hz); 7.11 (d, 2H, J=8.4 Hz); 3.78 (t, 2H, J=7.3 Hz); 3.6-3.4 (m, 4H); 3.22 (s, 3H); 2.66 (t, 2H, J=6.5 Hz); 2.53 (t, 2H, J=7.7 Hz); 1.55 (m, 2H); 1.25 (m, 10H); 0.85 (t, 3H, J=6.9 Hz).

Sources & evidence

ORD record
ord-0fb6b07511004f21a4fe1c000966cd79
Source dataset
uspto-grants-2015_11
Patent number
US09193716B2

Reaction notes

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