Chlorine → HCID 178427128, compound

HRID 2054087Notes

Reaction equation

HRID 2054087 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([N:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:12])[C:5]([OH:7])=O.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)CC)(C)C.[Cl:49][C:50]1[CH:71]=[CH:70][C:53]2[NH:54][C:55]([C@@H:57]([NH2:69])[CH2:58][C:59]3[CH:64]=[CH:63][C:62]([C:65]([F:68])([F:67])[F:66])=[CH:61][CH:60]=3)=[N:56][C:52]=2[CH:51]=1.ClCl>O1CCCC1.ClCCl.C(O)C>[Cl:49][C:50]1[CH:71]=[CH:70][C:53]2[NH:54][C:55]([C@@H:57]([NH:69][C:5](=[O:7])[C:4]3[CH:8]=[CH:9][C:10]([C:11]([N:13]4[CH2:17][CH2:16][CH2:15][CH2:14]4)=[O:12])=[C:2]([CH3:1])[CH:3]=3)[CH2:58][C:59]3[CH:60]=[CH:61][C:62]([C:65]([F:67])([F:66])[F:68])=[CH:63][CH:64]=3)=[N:56][C:52]=2[CH:51]=1

Participants

8

Reactant 5

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 120686863-Methyl 4-(pyrrolidin-1-ylcarbonyl)benzoic acidHCID 178511772HCID 178511772, compound

Product 1

HCID 178427128HCID 178427128, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1g from 3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and (1S)-1-(5-chloro-1H-benzimidazol-2-yl)-2-(4-trifluoromethylphenyl)ethylamine in tetrahydrofuran. Yield: %; Rf value: 0.53 (silica gel: dichloromethane/ethanol=9:1); C29H26ClF3N4O2 (555.00); mass spectrum: (M+H)+=555/557 (chlorine isotope).

Sources & evidence

ORD record
ord-34de10b9e7304fdb90247e3c164e4c23
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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