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

HRID 2081864Notes

Reaction equation

HRID 2081864 reaction equation
ClC1C=CC=CC=1CN1C(CC(O)=O)=CN=C1SCCC.[CH2:22]([C:26]1[N:27]([CH2:43][C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=2[Cl:50])[C:28](/[C:31](/C)=C(\C2C=CN=CC=2)/C(O)=O)=[CH:29][N:30]=1)[CH2:23][CH2:24][CH3:25].[CH2:51]([CH:58]([C:64]1[S:65][CH:66]=[CH:67][CH:68]=1)[CH2:59][C:60]([O:62]C)=[O:61])[C:52]1[CH:57]=[CH:56]C=CC=1>>[CH2:22]([C:26]1[N:27]([CH2:43][C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=2[Cl:50])[C:28](/[CH:31]=[C:59](\[CH:58]([C:64]2[S:65][CH:66]=[CH:67][CH:68]=2)[CH2:51][CH2:52][CH2:57][CH3:56])/[C:60]([OH:62])=[O:61])=[CH:29][N:30]=1)[CH2:23][CH2:24][CH3:25]

Participants

4

Reactant 3

HCID 10038247Methyl 3-benzyl-3-(2-thienyl)propanoateHCID 193515541-(2-chlorophenyl)methyl-5-carboxymethyl-2-propylthio-1H-imidazoleHCID 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-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-6f3dc5db5a784aadaef2da660ebdf0f1
Source dataset
uspto-grants-1993_02
Patent number
US05185351

Reaction notes

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