Methyl 3-benzyl-3-(2-thienyl)propanoate → (E)-3-[2-n-Butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-[2-phenyl-1-(2-thienyl)ethyl]-2-propenoic Acid

HRID 36995Notes

Reaction equation

HRID 36995 reaction equation
ClC1C=CC=CC=1CN1C(CC(O)=O)=CN=C1SCCC.ClC1C=CC=CC=1CN1C(/C=C(\CC2SC=CC=2)/C(O)=O)=CN=C1SCCC.[CH2:50]([C:54]1[N:55]([CH2:71][C:72]2[CH:77]=[CH:76][CH:75]=[CH:74][C:73]=2[Cl:78])[C:56](/[C:59](/C)=C(\C2C=CN=CC=2)/C(O)=O)=[CH:57][N:58]=1)[CH2:51][CH2:52][CH3:53].[CH2:79]([CH:86]([C:92]1[S:93][CH:94]=[CH:95][CH:96]=1)[CH2:87][C:88]([O:90]C)=[O:89])[C:80]1[CH:85]=[CH:84][CH:83]=[CH:82][CH:81]=1>>[CH2:50]([C:54]1[N:55]([CH2:71][C:72]2[CH:77]=[CH:76][CH:75]=[CH:74][C:73]=2[Cl:78])[C:56](/[CH:59]=[C:87](\[CH:86]([C:92]2[S:93][CH:94]=[CH:95][CH:96]=2)[CH2:79][C:80]2[CH:85]=[CH:84][CH:83]=[CH:82][CH:81]=2)/[C:88]([OH:90])=[O:89])=[CH:57][N:58]=1)[CH2:51][CH2:52][CH3:53]

Participants

5

Reactant 4

HCID 10038247Methyl 3-benzyl-3-(2-thienyl)propanoateHCID 193515541-(2-chlorophenyl)methyl-5-carboxymethyl-2-propylthio-1H-imidazoleHCID 19936813HCID 19936813, compoundHCID 86746549(E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-(4-pyridyl)-methyl-2-propenoic acid

Product 1

HCID 10074878(E)-3-[2-n-Butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-[2-phenyl-1-(2-thienyl)ethyl]-2-propenoic Acid

Procedure

The title compound was prepared using the procedure of Example 1 (i, ii, iii, iv [Method B]) replacing methyl 3-(2-thienyl)propanoate with methyl 3-benzyl-3-(2-thienyl)propanoate [prepared following the procedure described in Tetra. 44 (7) 2055 (1988)]; mp 200°-202° C.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-8240ab9cf4f1465f88c8d996297978f2
Source dataset
uspto-grants-1995_05
Patent number
US05418250

Reaction notes

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