Chlorine → HCID 178495739, compound

HRID 2054004Notes

Reaction equation

HRID 2054004 reaction equation
[Cl:1][C:2]1[CH:30]=[CH:29][C:5]2[NH:6][C:7]([C@@H:9]([NH:13][C:14]([C:16]3[CH:24]=[CH:23][C:19]([C:20]([OH:22])=O)=[C:18]([C:25]([F:28])([F:27])[F:26])[CH:17]=3)=[O:15])[CH2:10][O:11][CH3:12])=[N:8][C:4]=2[CH:3]=1.CN(C(O[N:39]1N=NC2C=[CH:43][CH:44]=[CH:45][C:40]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)CC)(C)C.N1CCCC1.ClCl>O1CCCC1.ClCCl.CO>[Cl:1][C:2]1[CH:30]=[CH:29][C:5]2[NH:6][C:7]([C@@H:9]([NH:13][C:14](=[O:15])[C:16]3[CH:24]=[CH:23][C:19]([C:20]([N:39]4[CH2:40][CH2:45][CH2:44][CH2:43]4)=[O:22])=[C:18]([C:25]([F:26])([F:28])[F:27])[CH:17]=3)[CH2:10][O:11][CH3:12])=[N:8][C:4]=2[CH:3]=1

Participants

8

Reactant 5

HCID 24526ChlorineHCID 31268PyrrolidineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 178495741HCID 178495741, compound

Product 1

HCID 178495739HCID 178495739, compoundYield 11%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 1g from 4-{N-[(1R)-1-(5-chloro-1H-benzimidazol-2-yl)-2-methoxyethyl]aminocarbonyl}-2-trifluoromethylbenzoic acid, TBTU, diisopropylethylamine and pyrrolidine in tetrahydrofuran. Yield: 11%; Rf value: 0.72 (silica gel: dichloromethane/methanol=9:1); C23H22ClF3N4O3 (494.899); mass spectrum: (M+H)+=495/497 (chlorine isotope).

Sources & evidence

ORD record
ord-1cbd4dcda09744c385aa8d2cd606bfcd
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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