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

HRID 902809Notes

Reaction equation

HRID 902809 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.[CH3:30][C:31]([CH3:36])=[CH:32][C:33](Cl)=[O:34].[NH2:37][C:38]1[CH:50]=[CH:49][C:41]2[O:42]C(C)(C)[O:44][C:45](=[O:46])[C:40]=2[CH:39]=1>>[OH:42][C:41]1[CH:49]=[CH:50][C:38]([N:37]([C:33](=[O:34])[CH:32]=[C:31]([CH3:36])[CH3:30])[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)=[CH:39][C:40]=1[C:45]([OH:46])=[O:44]

Participants

5

Reactant 4

HCID 1023943-Methyl-2-butenoyl 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 111577912-Hydroxy-5-((3-methylbut-2-enoyl){[2-(4-{[(4-pentylbenzyl)amino]-carbonyl}phenyl)-1,3-thiazol-4-yl]methyl}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, 3-methylbut-2-enoyl chloride and 6-amino-2,2-dimethyl-4H-1,3-benzodioxin-4-one. M+(ESI): 612.3

Sources & evidence

ORD record
ord-306393f5420c4a2d8b37a867a532d8ce
Source dataset
uspto-grants-2008_04
Patent number
US07365225B2

Reaction notes

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