Trifluoroacetic acid → HCID 178503700, compound

HRID 551177Notes

Reaction equation

HRID 551177 reaction equation
[N:1]1([C:7]2[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[CH:9][CH:8]=2)[CH2:5][CH2:4][CH2:3][C:2]1=[O:6].[Cl:16][C:17]1[CH:31]=[CH:30][C:20]2[NH:21][C:22]([C@@H:24]([NH2:29])[CH2:25][CH2:26][S:27][CH3:28])=[N:23][C:19]=2[CH:18]=1.C(O)(C(F)(F)F)=O>CS(C)=O>[Cl:16][C:17]1[CH:31]=[CH:30][C:20]2[NH:21][C:22]([C@@H:24]([NH:29][C:11](=[O:13])[C:10]3[CH:9]=[CH:8][C:7]([N:1]4[CH2:5][CH2:4][CH2:3][C:2]4=[O:6])=[CH:15][CH:14]=3)[CH2:25][CH2:26][S:27][CH3:28])=[N:23][C:19]=2[CH:18]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7731304-(2-Oxopyrrolidin-1-yl)benzoic acidHCID 178503691(S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulfanylpropylamine

Product 1

HCID 178503700HCID 178503700, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Prepared analogously to Example 27 from 4-(pyrrolidin-2-on-1-yl)-benzoic acid, (1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulphanyl-propylamine, PfTU and TEA in DMSO at ambient temperature and subsequent Boc cleaving with TFA analogously to Example 1g.

Sources & evidence

ORD record
ord-605f920665434b779f63a24f6e1bfeb8
Source dataset
uspto-grants-2011_05
Patent number
US07947700B2

Reaction notes

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