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

HRID 36997Notes

Reaction equation

HRID 36997 reaction equation
C(C1N(CC2C=CC=CC=2Cl)C(/C(/C)=C(\C2C=CN=CC=2)/[C:12]([OH:14])=[O:13])=CN=1)CCC.[CH2:30]([C:34]1[N:35]([CH2:41][C:42]2[CH:47]=[CH:46][C:45](C(OC)=O)=[CH:44][CH:43]=2)[C:36]([CH:39]=O)=[CH:37][N:38]=1)[CH2:31][CH2:32][CH3:33].C(C1N(CC2C=CC(C(OCC)=O)=CC=2Cl)C(C=O)=CN=1)CCC.[S:76]1[CH:80]=[CH:79][CH:78]=[C:77]1[CH2:81][CH2:82][C:83]([O:85]C)=[O:84]>>[CH2:30]([C:34]1[N:35]([CH2:41][C:42]2[CH:43]=[CH:44][CH:45]=[C:46]([C:12]([OH:14])=[O:13])[CH:47]=2)[C:36](/[CH:39]=[C:82](\[CH2:81][C:77]2[S:76][CH:80]=[CH:79][CH:78]=2)/[C:83]([OH:85])=[O:84])=[CH:37][N:38]=1)[CH2:31][CH2:32][CH3:33]

Participants

5

Reactant 4

HCID 566367Methyl 3-(thiophen-2-yl)propanoateHCID 10334966Methyl 4-[(2-butyl-5-formyl-1H-imidazol-1-YL)methyl]benzoateHCID 199367892-n-Butyl-1-(4-carboethoxy-2-chlorobenzyl)imidazole-5-aldehydeHCID 86746549(E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-(4-pyridyl)-methyl-2-propenoic acid

Product 1

HCID 14952918E-3-[2-n-Butyl-1-{(3-carboxyphenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic Acid

Procedure

The title compound was prepared by the procedure of Example 1 (iv, Method B) using 2-n-butyl-1-[(4-carbomethoxyphenyl)methyl]imidazole-5-aldehyde (prepared by the method described for the preparation of 2-n-butyl-1-[(4-carboethoxy-2-chlorophenyl)methyl]imidazole-5-aldehyde in Example 42) and methyl 3-(2-thienyl)propanoate; mp 243°-244° C.

Workup

  1. customprepared by the method

Sources & evidence

ORD record
ord-afc28e68b9774b42bf1499d87734303a
Source dataset
uspto-grants-1995_05
Patent number
US05418250

Reaction notes

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