Trifluoroacetic acid → HCID 10113060, compound

HRID 1455292Notes

Reaction equation

HRID 1455292 reaction equation
[NH2:1][CH2:2][C:3]1([CH3:10])[NH:7][C:6](=[O:8])[NH:5][C:4]1=[O:9].[CH3:11][S:12][C:13]1[N:17]([CH2:18][C:19]2[CH:27]=[CH:26][C:22]([C:23](O)=[O:24])=[CH:21][CH:20]=2)[C:16]2[CH:28]=[CH:29][CH:30]=[CH:31][C:15]=2[N:14]=1.N1CC(=O)NC1=O.C(O)(C(F)(F)F)=O>>[CH3:10][C:3]1([CH2:2][NH:1][C:23](=[O:24])[C:22]2[CH:26]=[CH:27][C:19]([CH2:18][N:17]3[C:16]4[CH:28]=[CH:29][CH:30]=[CH:31][C:15]=4[N:14]=[C:13]3[S:12][CH3:11])=[CH:20][CH:21]=2)[C:4](=[O:9])[NH:5][C:6](=[O:8])[NH:7]1

Participants

5

Reactant 4

HCID 6422Trifluoroacetic acidHCID 10006HydantoinHCID 13126067HCID 13126067, compoundHCID 22392842HCID 22392842, compound

Product 1

HCID 10113060HCID 10113060, compoundYield 39%

Procedure

5-(aminomethyl)-5-methylhydantoin (109a)(55 mg, 0.31 mmol) was coupled with 4-{[2-(methylthio)-1H-benzimidazol-1-yl]methyl}benzoic acid (108 mg, 0.37 mmol) using general coupling method B to give 50 mg (39%) of the product hydantoin as a TFA salt. MS found: (M+H)+=425.

Sources & evidence

ORD record
ord-3a93406c503845a986e2bf113f1c5fe8
Source dataset
uspto-grants-2009_01
Patent number
US07482372B2

Reaction notes

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