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Methyl 4-(hydroxymethyl)benzoate → (E)-3-[2-n-Propyl-1-{(4-carboxyphenyl)methyl}-1h-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic Acid

HRID 37000
Notes
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Reaction equation

HRID 37000 reaction equation
Cl.COC.[C:5]([C:9]1[CH:16]=[CH:15][C:12]([CH2:13]O)=[CH:11][CH:10]=1)([O:7]C)=[O:6].[CH2:17]([C:21]1[N:22](CC2C=CC=CC=2Cl)[C:23](/[CH:26]=[C:27](\[CH2:31][C:32]2[S:33][CH:34]=[CH:35][CH:36]=2)/[C:28]([OH:30])=[O:29])=[CH:24][N:25]=1)[CH2:18][CH2:19]C>>[CH2:17]([C:21]1[N:22]([CH2:13][C:12]2[CH:15]=[CH:16][C:9]([C:5]([OH:7])=[O:6])=[CH:10][CH:11]=2)[C:23](/[CH:26]=[C:27](\[CH2:31][C:32]2[S:33][CH:34]=[CH:35][CH:36]=2)/[C:28]([OH:30])=[O:29])=[CH:24][N:25]=1)[CH2:18][CH3:19]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 81325Methyl 4-(hydroxymethyl)benzoateHCID 100474443-[2-Butyl-3-(2-chloro-benzyl)-3H-imidazol-4-yl]-2-thiophen-2-ylmethyl-acrylic acidHCID 21585225Methyl ether hydrochloride

Product 1

HCID 36688250(E)-3-[2-n-Propyl-1-{(4-carboxyphenyl)methyl}-1h-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic Acid

Procedure

The title compound was prepared using the procedure of Example 1 replacing valermamidine methyl ether hydrochloride with butyramidine methyl ether hydrochloride and replacing 2-chlorbenzyl alcohol with 4-carbomethoxybenzyl alcohol; mp 250° C. (d).

Sources & evidence

ORD record
ord-e5ef573c113d47ec8a15fb229397ea93
Source dataset
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05418250

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes