Trifluoroacetic acid → HCID 10224744, compound

HRID 1455291Notes

Reaction equation

HRID 1455291 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][C:12]1[CH:21]=[C:20]([CH2:22][O:23][C:24]2[CH:29]=[CH:28][C:27]([CH2:30][C:31](O)=[O:32])=[CH:26][CH:25]=2)[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]=1.N1CC(=O)NC1=O.C(O)(C(F)(F)F)=O>>[CH3:10][C:3]1([CH2:2][NH:1][C:31](=[O:32])[CH2:30][C:27]2[CH:28]=[CH:29][C:24]([O:23][CH2:22][C:20]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[N:13]=[C:12]([CH3:11])[CH:21]=3)=[CH:25][CH:26]=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 22392771HCID 22392771, compound

Product 1

HCID 10224744HCID 10224744, compoundYield 30.8%

Procedure

5-(aminomethyl)-5-methylhydantoin (109a) (30 mg, 0.17 mmol) was coupled with {4-[(2-methyl-4-quinolinyl)-methoxy]phenyl}acetic acid (46 mg, 0.15 mmol) using general coupling method B to give 20 mg (24%) of the product hydantoin as a TFA salt. MS found: (M+H)+=433.

Sources & evidence

ORD record
ord-16dcee9dcf444d85870ee580a2ac7b75
Source dataset
uspto-grants-2009_01
Patent number
US07482372B2

Reaction notes

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