(4-Pentylphenyl)methanamine → 2-hydroxy-5-({[(4-{[(4-pentylbenzyl)amino]carbonyl}-1,3-thiazol-2-yl)methyl][(2E)-3-phenylprop-2-enoyl]amino}methyl)benzoic acid

HRID 902803Notes

Reaction equation

HRID 902803 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[S:17][CH:18]=[C:19]([C:21](Cl)=[O:22])[N:20]=1.[C:24]1(/[CH:30]=[CH:31]/[C:32](Cl)=[O:33])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(O)(=O)C.[NH2:39][CH2:40][C:41]1[CH:53]=[CH:52][C:44]2[O:45]C(C)(C)[O:47][C:48](=[O:49])[C:43]=2[CH:42]=1>>[OH:45][C:44]1[CH:52]=[CH:53][C:41]([CH2:40][N:39]([CH2:15][C:16]2[S:17][CH:18]=[C:19]([C:21]([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:22])[N:20]=2)[C:32](=[O:33])/[CH:31]=[CH:30]/[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:42][C:43]=1[C:48]([OH:49])=[O:47]

Participants

5

Reactant 4

HCID 2775785(4-Pentylphenyl)methanamineHCID 5354261Cinnamoyl ChlorideHCID 597024562-(Chloromethyl)-1,3-thiazole-4-carbonyl chlorideHCID 674204786-(aminomethyl)-2,2-dimethyl-4H-1,3-benzodioxin-4-one acetate

Product 1

HCID 113768582-hydroxy-5-({[(4-{[(4-pentylbenzyl)amino]carbonyl}-1,3-thiazol-2-yl)methyl][(2E)-3-phenylprop-2-enoyl]amino}methyl)benzoic acid

Procedure

The title compound was prepared following the procedure A using 4-pentylbenzylamine, 2-(chloromethyl)-1,3-thiazole-4-carbonyl chloride, (2E)-3-phenylacryloyl chloride and 6-(aminomethyl)-2,2-dimethyl-4H-1,3-benzodioxin-4-one acetate. M+(ESI): 598.4

Sources & evidence

ORD record
ord-25978117631b49f9ae062dc3a4f18ce8
Source dataset
uspto-grants-2008_04
Patent number
US07365225B2

Reaction notes

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