Chlorine → HCID 178474227, compound

HRID 2054034Notes

Reaction equation

HRID 2054034 reaction equation
[C:1]([N:4]([C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=O)=[CH:12][C:11]=1[CH3:19])[CH:5]1[CH2:9][CH2:8][CH2:7][CH2:6]1)(=[O:3])[CH3:2].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:51][C:52]1[CH:63]=[CH:62][C:55]2[NH:56][C:57]([C@@H:59]([NH2:61])[CH3:60])=[N:58][C:54]=2[CH:53]=1.ClCl>O1CCCC1.ClCCl.C(O)C>[C:1]([N:4]([C:10]1[CH:18]=[CH:17][C:13]([C:14]([NH:61][C@H:59]([C:57]2[NH:56][C:55]3[CH:62]=[CH:63][C:52]([Cl:51])=[CH:53][C:54]=3[N:58]=2)[CH3:60])=[O:16])=[CH:12][C:11]=1[CH3:19])[CH:5]1[CH2:6][CH2:7][CH2:8][CH2:9]1)(=[O:3])[CH3:2]

Participants

8

Reactant 5

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 42034613(S)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamineHCID 693097404-(N-acetyl-N-cyclopentylamino)-3-methylbenzoic acid

Product 1

HCID 178474227HCID 178474227, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1g from 4-(N-acetyl-N-cyclopentylamino)-3-methylbenzoic acid, TBTU, diisopropylethylamine, and (1S)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamine in tetrahydrofuran. Yield: quantitative; Rf value: 0.64 (silica gel: dichloromethane/ethanol=9:1); C24H27ClN4O2 (438.956); mass spectrum: (M+H)+=439/441 (chlorine isotope). Example 314

Sources & evidence

ORD record
ord-6525a895f2d54ecda9eb76bcd662c938
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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