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

HRID 36996Notes

Reaction equation

HRID 36996 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].[S:79]1[CH:83]=[CH:82][CH:81]=[C:80]1[CH:84]([CH2:90][CH2:91][CH2:92][CH3:93])[CH2:85][C:86]([O:88]C)=[O:87]>>[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:85](\[CH:84]([C:80]2[S:79][CH:83]=[CH:82][CH:81]=2)[CH2:90][CH2:91][CH2:92][CH3:93])/[C:86]([OH:88])=[O:87])=[CH:57][N:58]=1)[CH2:51][CH2:52][CH3:53]

Participants

5

Reactant 4

HCID 11775885Methyl 3-(2-thienyl)heptanoateHCID 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 10027726(E)-3-[2-n-Butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-{1-(2-thienyl)pentyl}-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-(2-thienyl)heptanoate; mp 161°-163° C.

Sources & evidence

ORD record
ord-8e0208e405484efaa6035ece4b3ae725
Source dataset
uspto-grants-1995_05
Patent number
US05418250

Reaction notes

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