3-[2-Butyl-3-(2-chloro-benzyl)-3H-imidazol-4-yl]-2-thiophen-2-ylmethyl-acrylic acid → (E)-3-[2-n-Butyl-1-{4-carboxyphenyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid

HRID 2081877Notes

Reaction equation

HRID 2081877 reaction equation
C(C1N(C[C:13]2[CH:18]=[CH:17][C:16]([C:19]([O:21]CC)=[O:20])=[CH:15][C:14]=2Cl)C(C=O)=CN=1)CCC.C(C1C=CC(C2NC(C=O)=CN=2)=CC=1)(OCC)=O.[CH2:43]([C:47]1[N:48](CC2C=CC=CC=2Cl)[C:49](/[CH:52]=[C:53](\[CH2:57][C:58]2[S:59][CH:60]=[CH:61][CH:62]=2)/[C:54]([OH:56])=[O:55])=[CH:50][N:51]=1)[CH2:44][CH2:45][CH3:46]>>[CH2:43]([C:47]1[N:48]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([OH:21])=[O:20])=[CH:15][CH:14]=2)[C:49](/[CH:52]=[C:53](\[CH2:57][C:58]2[S:59][CH:60]=[CH:61][CH:62]=2)/[C:54]([OH:56])=[O:55])=[CH:50][N:51]=1)[CH2:44][CH2:45][CH3:46]

Participants

4

Reactant 3

HCID 100474443-[2-Butyl-3-(2-chloro-benzyl)-3H-imidazol-4-yl]-2-thiophen-2-ylmethyl-acrylic acidHCID 199367892-n-Butyl-1-(4-carboethoxy-2-chlorobenzyl)imidazole-5-aldehydeHCID 86746550(4-Carboethoxyphenyl]imidazole-5-aldehyde

Product 1

HCID 14952944(E)-3-[2-n-Butyl-1-{4-carboxyphenyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid

Procedure

The title compound was prepared following the procedure of Example 42 replacing 2-n-butyl-1-[(4-carboethoxy-2-chlorophenyl)methy]imidazole-5-aldehyde with 2-n-butyl-[(4-carboethoxyphenyl]imidazole-5-aldehyde; mp 260°-265° C.(d).

Sources & evidence

ORD record
ord-4cd1c1ee96d04557bae5c28f71026316
Source dataset
uspto-grants-1993_02
Patent number
US05185351

Reaction notes

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