Chlorine → HCID 178492723, compound

HRID 2054000Notes

Reaction equation

HRID 2054000 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[CH2:12][N:13]1[CH2:17][CH2:16][CH2:15][C:14]1=[O:18])[C:6]([OH:8])=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:50][C:51]1[CH:62]=[CH:61][C:54]2[NH:55][C:56]([C@@H:58]([NH2:60])[CH3:59])=[N:57][C:53]=2[CH:52]=1.ClCl>O1CCCC1.ClCCl.C(O)C>[Cl:50][C:51]1[CH:62]=[CH:61][C:54]2[NH:55][C:56]([C@@H:58]([NH:60][C:6](=[O:8])[C:5]3[CH:9]=[CH:10][C:11]([CH2:12][N:13]4[CH2:17][CH2:16][CH2:15][C:14]4=[O:18])=[C:3]([O:2][CH3:1])[CH:4]=3)[CH3:59])=[N:57][C:53]=2[CH:52]=1

Participants

8

Reactant 5

HCID 24526Chlorine2×HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 42034613(S)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamineHCID 69312522HCID 69312522, compound

Product 1

HCID 178492723HCID 178492723, compoundYield 59%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1g from 3-methoxy-4-(2-oxopyrrolidin-1-ylmethyl)benzoic acid, TBTU, diisopropylethylamine and (1S)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamine in tetrahydrofuran. Yield: 59%; Rf value: 0.41 (silica gel; dichloromethane/ethanol=9:1); C22H23ClN4O3 (426.9); mass spectrum: (M+H)+=427/429 (chlorine isotope) and (M−H)-=425/427 (chlorine isotope).

Sources & evidence

ORD record
ord-1a3c604514a44cc7ace01f361eb964a2
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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