Phenoxyacetyl chloride → 2-Hydroxy-5-{[(4-{[(4-pentylbenzyl)amino]carbonyl}benzyl)(phenoxyacetyl)amino]methyl}benzoic acid

HRID 902799Notes

Reaction equation

HRID 902799 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[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=1.[O:25]([CH2:32][C:33](Cl)=[O:34])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(O)(=O)C.[NH2:40][CH2:41][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]([CH2:41][N:40]([CH2:15][C:16]2[CH:24]=[CH:23][C:19]([C:20]([NH:11][CH2:10][C:9]3[CH:12]=[CH:13][C:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[CH:7][CH:8]=3)=[O:21])=[CH:18][CH:17]=2)[C:33](=[O:34])[CH2:32][O:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[CH:43][C:44]=1[C:49]([OH:50])=[O:48]

Participants

5

Reactant 4

HCID 69703Phenoxyacetyl chlorideHCID 701364-(Chloromethyl)benzoyl chlorideHCID 2775785(4-Pentylphenyl)methanamineHCID 674204786-(aminomethyl)-2,2-dimethyl-4H-1,3-benzodioxin-4-one acetate

Product 1

HCID 117866862-Hydroxy-5-{[(4-{[(4-pentylbenzyl)amino]carbonyl}benzyl)(phenoxyacetyl)amino]methyl}benzoic acid

Procedure

The title compound was prepared following the procedure A using 4-pentylbenzylamine, 4-(chloromethyl)benzoyl chloride, phenoxyacetyl chloride and 6-(aminomethyl)-2,2-dimethyl-4H-1,3-benzodioxin-4-one acetate. M+(ESI): 595.5

Sources & evidence

ORD record
ord-2eab686bf6154f5e9621ba844bfef467
Source dataset
uspto-grants-2008_04
Patent number
US07365225B2

Reaction notes

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