Trifluoroacetic acid → HCID 178462079, compound

HRID 2054018Notes

Reaction equation

HRID 2054018 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[C:23]([N:25]1[CH2:29][CH2:28][S:27][CH:26]1[CH:30](C(OC(C)(C)C)=O)[NH2:31])=[O:24])[C:5]([NH:7][C@H:8]([C:10]1[NH:14][C:13]2[CH:15]=[CH:16][C:17]([Cl:19])=[CH:18][C:12]=2[N:11]=1)[CH3:9])=[O:6].FC(F)(F)C(O)=O.ClCCl.CO.N.BrCl>>[NH2:31][CH2:30][CH:26]1[N:25]([C:23]([C:22]2[CH:21]=[CH:20][C:4]([C:5]([NH:7][C@H:8]([C:10]3[NH:14][C:13]4[CH:15]=[CH:16][C:17]([Cl:19])=[CH:18][C:12]=4[N:11]=3)[CH3:9])=[O:6])=[CH:3][C:2]=2[Br:1])=[O:24])[CH2:29][CH2:28][S:27]1

Participants

5

Reactant 4

HCID 6422Trifluoroacetic acidHCID 61697BROMINE CHLORIDE (BrCl)HCID 21584172Ammonia methanol dichloromethaneHCID 178462080HCID 178462080, compound

Product 1

HCID 178462079HCID 178462079, compoundYield 58%

Procedure

Prepared analogously to Example 17 from 3-bromo-4-[(2R/S)-2-(tert-butoxycarbonyl-aminomethyl)thiazolidin-3-ylcarbonyl]-N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)ethyl]benzamide and trifluoroacetic acid. Yield: 58%; Rf value: 0.30 (silica gel: dichloromethane/methanol/ammonia=9:1:0.1); C21H21BrClN5O2S (522.853); mass spectrum: (M+H)+=522/524/526 (bromo-chlorine. isotope).

Sources & evidence

ORD record
ord-628596e168e7487db6b19b03cd08400d
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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