Phenoxyacetyl chloride → 2-Hydroxy-5-[{[2-(4-{[(4-pentylbenzyl)amino]carbonyl}phenyl)-1,3-thiazol-4-yl]methyl}(phenoxyacetyl)amino]benzoic acid

HRID 902808Notes

Reaction equation

HRID 902808 reaction equation
[CH2:1]([C:6]1[CH:13]=[CH:12][C:9]([CH2:10][NH2:11])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5].Cl[CH2:15][C:16]1[N:17]=[C:18]([C:21]2[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=2)[S:19][CH:20]=1.[O:30]([CH2:37][C:38](Cl)=[O:39])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.[NH2:41][C:42]1[CH:54]=[CH:53][C:45]2[O:46]C(C)(C)[O:48][C:49](=[O:50])[C:44]=2[CH:43]=1>>[OH:46][C:45]1[CH:53]=[CH:54][C:42]([N:41]([CH2:15][C:16]2[N:17]=[C:18]([C:21]3[CH:29]=[CH:28][C:24]([C:25]([NH:11][CH2:10][C:9]4[CH:12]=[CH:13][C:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[CH:7][CH:8]=4)=[O:26])=[CH:23][CH:22]=3)[S:19][CH:20]=2)[C:38](=[O:39])[CH2:37][O:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[CH:43][C:44]=1[C:49]([OH:50])=[O:48]

Participants

5

Reactant 4

HCID 69703Phenoxyacetyl chlorideHCID 2775785(4-Pentylphenyl)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 112967922-Hydroxy-5-[{[2-(4-{[(4-pentylbenzyl)amino]carbonyl}phenyl)-1,3-thiazol-4-yl]methyl}(phenoxyacetyl)amino]benzoic acid

Procedure

The title compound was prepared following the procedure A using 4-pentylbenzylamine, 4-[4-(chloromethyl)-1,3 -thiazol-2-yl]benzoyl chloride, phenoxyacetyl chloride and 6-amino-2,2-dimethyl-4H-1,3-benzodioxin-4-one. M+(ESI): 664.2

Sources & evidence

ORD record
ord-b53ef47975a44a28b22f9b7036476689
Source dataset
uspto-grants-2008_04
Patent number
US07365225B2

Reaction notes

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