4-(Trifluoromethyl)benzoyl chloride → 2-Hydroxy-5-{{[2-(4-{[(4-phenoxybenzyl)amino]carbonyl}phenyl)-1,3-thiazol-4-yl]methyl}[4-(trifluoromethyl)benzoyl]amino}benzoic acid

HRID 902811Notes

Reaction equation

HRID 902811 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.[F:32][C:33]([F:44])([F:43])[C:34]1[CH:42]=[CH:41][C:37]([C:38](Cl)=[O:39])=[CH:36][CH:35]=1.[NH2:45][C:46]1[CH:58]=[CH:57][C:49]2[O:50]C(C)(C)[O:52][C:53](=[O:54])[C:48]=2[CH:47]=1>>[OH:50][C:49]1[CH:57]=[CH:58][C:46]([N:45]([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:38](=[O:39])[C:37]2[CH:41]=[CH:42][C:34]([C:33]([F:44])([F:43])[F:32])=[CH:35][CH:36]=2)=[CH:47][C:48]=1[C:53]([OH:54])=[O:52]

Participants

5

Reactant 4

HCID 676074-(Trifluoromethyl)benzoyl 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 112971042-Hydroxy-5-{{[2-(4-{[(4-phenoxybenzyl)amino]carbonyl}phenyl)-1,3-thiazol-4-yl]methyl}[4-(trifluoromethyl)benzoyl]amino}benzoic acid

Procedure

The title compound was prepared following the procedure A using 4-phenoxybenzylamine, 4-[4-(chloromethyl)-1,3-thiazol-2-yl]benzoyl chloride, 4-(trifluoromethyl)benzoyl chloride and 6-amino-2,2-dimethyl-4H-1,3-benzodioxin-4-one. M+(ESI): 724.1

Sources & evidence

ORD record
ord-eb3bd972168944c8a7d059b9f9d75ed2
Source dataset
uspto-grants-2008_04
Patent number
US07365225B2

Reaction notes

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