3-Cyclopentylpropionyl chloride → 5-((3-Cyclopentylpropanoyl){[2-(4-{[(4-phenoxybenzyl)amino]-carbonyl}phenyl)-1,3-thiazol-4-yl]methyl}amino)-2-hydroxybenzoic acid

HRID 902810Notes

Reaction equation

HRID 902810 reaction equation
[O:1]([C:8]1[CH:15]=[CH:14][C:11]([CH2:12][NH2:13])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[CH2:17][C:18]1[N:19]=[C:20]([C:23]2[CH:31]=[CH:30][C:26]([C:27](Cl)=[O:28])=[CH:25][CH:24]=2)[S:21][CH:22]=1.[CH:32]1([CH2:37][CH2:38][C:39](Cl)=[O:40])[CH2:36][CH2:35][CH2:34][CH2:33]1.[NH2:42][C:43]1[CH:55]=[CH:54][C:46]2[O:47]C(C)(C)[O:49][C:50](=[O:51])[C:45]=2[CH:44]=1>>[CH:32]1([CH2:37][CH2:38][C:39]([N:42]([CH2:17][C:18]2[N:19]=[C:20]([C:23]3[CH:31]=[CH:30][C:26]([C:27]([NH:13][CH2:12][C:11]4[CH:10]=[CH:9][C:8]([O:1][C:2]5[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=5)=[CH:15][CH:14]=4)=[O:28])=[CH:25][CH:24]=3)[S:21][CH:22]=2)[C:43]2[CH:55]=[CH:54][C:46]([OH:47])=[C:45]([CH:44]=2)[C:50]([OH:51])=[O:49])=[O:40])[CH2:36][CH2:35][CH2:34][CH2:33]1

Participants

5

Reactant 4

HCID 660393-Cyclopentylpropionyl chlorideHCID 2760343(4-Phenoxyphenyl)methanamineHCID 116153306-Amino-2,2-dimethyl-benzo[1,3]dioxin-4-oneHCID 586936994-[4-(Chloromethyl)-1,3-thiazol-2-yl]benzoyl chloride

Product 1

HCID 111814725-((3-Cyclopentylpropanoyl){[2-(4-{[(4-phenoxybenzyl)amino]-carbonyl}phenyl)-1,3-thiazol-4-yl]methyl}amino)-2-hydroxybenzoic acid

Procedure

The title compound was prepared following the procedure A using 4-phenoxybenzylamine, 4-[4-(chloromethyl)-1,3-thiazol-2-yl]benzoyl chloride, 3-cyclopentylpropanoyl chloride and 6-amino-2,2-dimethyl-4H-1,3-benzodioxin-4-one. M+ESI): 676.3

Sources & evidence

ORD record
ord-5acab3826b2d41649ada6f7be8a25f1c
Source dataset
uspto-grants-2008_04
Patent number
US07365225B2

Reaction notes

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