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

HRID 902812Notes

Reaction equation

HRID 902812 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.[C:32](Cl)(=[O:39])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=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>>[C:32]([N:41]([CH2:17][C:18]1[N:19]=[C:20]([C:23]2[CH:31]=[CH:30][C:26]([C:27]([NH:13][CH2:12][C:11]3[CH:10]=[CH:9][C:8]([O:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)=[CH:15][CH:14]=3)=[O:28])=[CH:25][CH:24]=2)[S:21][CH:22]=1)[C:42]1[CH:54]=[CH:53][C:45]([OH:46])=[C:44]([CH:43]=1)[C:49]([OH:50])=[O:48])(=[O:39])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

5

Reactant 4

HCID 7412Benzoyl 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 114565275-(Benzoyl{[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, benzoyl chloride and 6-amino-2,2-dimethyl-4H-1,3-benzodioxin-4-one. M+(ESI): 656.2

Sources & evidence

ORD record
ord-099d98e83bcd4568a3b47aedc1740d14
Source dataset
uspto-grants-2008_04
Patent number
US07365225B2

Reaction notes

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