Trifluoroacetic acid → HCID 178462062, compound

HRID 2053943Notes

Reaction equation

HRID 2053943 reaction equation
C(OC([NH:8][CH2:9][CH2:10][C@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16]([C:18]1[CH:38]=[CH:37][C:21]([C:22]([NH:24][C@H:25]([C:27]2[NH:31][C:30]3[CH:32]=[CH:33][C:34]([Cl:36])=[CH:35][C:29]=3[N:28]=2)[CH3:26])=[O:23])=[CH:20][C:19]=1[Cl:39])=[O:17])=O)(C)(C)C.FC(F)(F)C(O)=O.ClCCl.CO.N.ClCl>>[NH2:8][CH2:9][CH2:10][C@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16]([C:18]1[CH:38]=[CH:37][C:21]([C:22]([NH:24][C@H:25]([C:27]2[NH:31][C:30]3[CH:32]=[CH:33][C:34]([Cl:36])=[CH:35][C:29]=3[N:28]=2)[CH3:26])=[O:23])=[CH:20][C:19]=1[Cl:39])=[O:17]

Participants

5

Reactant 4

HCID 6422Trifluoroacetic acidHCID 24526Chlorine2×HCID 21584172Ammonia methanol dichloromethaneHCID 178462064HCID 178462064, compound

Product 1

HCID 178462062HCID 178462062, compound

Procedure

Prepared analogously to Example 17 from 4-[(2R)-2-(tert-butoxycarbonylamino)ethylpyrrolidin-1-ylcarbonyl]-3-chloro-N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)ethyl]benzamide and trifluoroacetic acid. Yield: quantitative; Rf value: 0.18 (silica gel; dichloromethane/methanol/ammonia=9:1:0.1); C23H25Cl2N5O2 (474.39); mass spectrum: (M+H)+=474/476 (chlorine isotope) and (M−H)−=472/474 (chlorine isotope).

Sources & evidence

ORD record
ord-0b6c9c6808234180a1b6b5f996da14cc
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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