Benzenebutanamine → [4-({{[2-(4-{[(4-phenylbutyl)amino]carbonyl}phenyl)-1,3-thiazol-4-yl]methyl}[(2E)-3-phenylprop-2-enoyl]amino}methyl)phenoxy]acetic acid

HRID 902817Notes

Reaction equation

HRID 902817 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][NH2:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[CH2:13][C:14]1[N:15]=[C:16]([C:19]2[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=2)[S:17][CH:18]=1.[C:28]1(/[CH:34]=[CH:35]/[C:36](Cl)=[O:37])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C[O:40][C:41](=[O:52])[CH2:42][O:43][C:44]1[CH:49]=[CH:48][C:47]([CH2:50][NH2:51])=[CH:46][CH:45]=1>>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:23]([C:22]2[CH:26]=[CH:27][C:19]([C:16]3[S:17][CH:18]=[C:14]([CH2:13][N:51]([CH2:50][C:47]4[CH:48]=[CH:49][C:44]([O:43][CH2:42][C:41]([OH:52])=[O:40])=[CH:45][CH:46]=4)[C:36](=[O:37])/[CH:35]=[CH:34]/[C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[N:15]=3)=[CH:20][CH:21]=2)=[O:24])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 4

HCID 83242BenzenebutanamineHCID 5354261Cinnamoyl ChlorideHCID 16770770Methyl [4-(aminomethyl)phenoxy]acetateHCID 586936994-[4-(Chloromethyl)-1,3-thiazol-2-yl]benzoyl chloride

Product 1

HCID 11296771[4-({{[2-(4-{[(4-phenylbutyl)amino]carbonyl}phenyl)-1,3-thiazol-4-yl]methyl}[(2E)-3-phenylprop-2-enoyl]amino}methyl)phenoxy]acetic acid

Procedure

The title compound was prepared following the procedure A using 4-phenylbutylamine, 4-[4-(chloromethyl)-1,3-thiazol-2-yl]benzoyl chloride, (2E)-3-phenylacryloyl chloride and methyl[4-(aminomethyl)phenoxy]acetate, acetate salt. M+(ESI): 660.1

Sources & evidence

ORD record
ord-31778f05a83e40bcb950dfbdbfd48c9a
Source dataset
uspto-grants-2008_04
Patent number
US07365225B2

Reaction notes

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