(E)-3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]benzeneamine → (E)-2-[1-[[[3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]phenyl]amino]carbonyl]cyclopentyl]benzoic acid methyl ester

HRID 1609345Notes

Reaction equation

HRID 1609345 reaction equation
[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1([C:15]([OH:17])=O)[CH2:14][CH2:13][CH2:12][CH2:11]1.[CH:19]1([C:23]2[N:24]=[C:25](/[CH:28]=[CH:29]/[C:30]3[CH:31]=[C:32]([NH2:36])[CH:33]=[CH:34][CH:35]=3)[S:26][CH:27]=2)[CH2:22][CH2:21][CH2:20]1>>[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1([C:15]([NH:36][C:32]2[CH:33]=[CH:34][CH:35]=[C:30](/[CH:29]=[CH:28]/[C:25]3[S:26][CH:27]=[C:23]([CH:19]4[CH2:22][CH2:21][CH2:20]4)[N:24]=3)[CH:31]=2)=[O:17])[CH2:11][CH2:12][CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 15136086(E)-3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]benzeneamineHCID 536386332-(1-Carboxycyclopentyl)benzoic acid methyl ester

Product 1

HCID 67807763(E)-2-[1-[[[3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]phenyl]amino]carbonyl]cyclopentyl]benzoic acid methyl ester

Procedure

In a manner analogous to Example 7a and 7b, when 2-(1-carboxycyclopentyl)benzoic acid methyl ester is reacted with (E)-3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]benzeneamine, there is obtained (E)-2-[1-[[[3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]phenyl]amino]carbonyl]cyclopentyl]benzoic acid methyl ester which is converted to (E)-2-[1-[[[3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]phenyl]amino]carbonyl]cyclopentyl]benzoic acid.

Sources & evidence

ORD record
ord-fd8583c07eba4abdb94677ca8f4d8ee1
Source dataset
uspto-grants-1995_03
Patent number
US05399702

Reaction notes

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