Hydantoin-5-acetic acid → HCID 9887473, compound

HRID 2181063Notes

Reaction equation

HRID 2181063 reaction equation
[NH:1]1[CH:7]([CH2:8][C:9]([OH:11])=O)[C:5](=[O:6])[NH:4][C:2]1=[O:3].Cl.Cl.[CH3:14][C:15]1[CH:24]=[C:23]([CH2:25][O:26][C:27]2[CH:33]=[CH:32][C:30]([NH2:31])=[CH:29][CH:28]=2)[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]=1>CS(C)=O>[O:3]=[C:2]1[NH:1][CH:7]([CH2:8][C:9]([NH:31][C:30]2[CH:29]=[CH:28][C:27]([O:26][CH2:25][C:23]3[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[N:16]=[C:15]([CH3:14])[CH:24]=3)=[CH:33][CH:32]=2)=[O:11])[C:5](=[O:6])[NH:4]1

Participants

4

Reactant 2

HCID 95492Hydantoin-5-acetic acidHCID 673055374-[(2-Methyl-4-quinolinyl)methoxy]benzenamine dihydrochloride

Product 1

HCID 9887473HCID 9887473, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Commercially available (+/−) hydantoin-5-acetic acid (100 mg, 0.63 mmol) and 4-[(2-methyl-4-quinolinyl)methoxy]-aniline bis-HCl salt (213 mg, 0.63 mmol) were warmed in 1 mL dry DMSO and coupled using GENERAL COUPLING METHOD A. Purified on silica gel using 5% MeOH in EtOAc to give 116 mg (46%) of a white waxy solid. MS found: (M+H)+=406.

Workup

  1. customPurified on silica gel using 5% MeOH in EtOAc
  2. customto give 116 mg (46%) of a white waxy solid

Sources & evidence

ORD record
ord-5df7519f18ec4696880fdb20844ac752
Source dataset
uspto-grants-2005_05
Patent number
US06890915B2

Reaction notes

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