Chlorine → HCID 178459566, compound

HRID 2054089Notes

Reaction equation

HRID 2054089 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.[CH2:49]([O:52][C:53]([CH2:55][C@H:56]([NH2:67])[C:57]1[NH:61][C:60]2[CH:62]=[CH:63][C:64]([Cl:66])=[CH:65][C:59]=2[N:58]=1)=[O:54])[CH:50]=[CH2:51].ClCl>O1CCCC1.ClCCl.C(O)C>[CH2:49]([O:52][C:53]([CH2:55][C@H:56]([NH:67][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([C:11]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)=[O:12])=[C:2]([CH3:1])[CH:3]=1)[C:57]1[NH:61][C:60]2[CH:62]=[CH:63][C:64]([Cl:66])=[CH:65][C:59]=2[N:58]=1)=[O:54])[CH:50]=[CH2:51]

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 178459565HCID 178459565, compound

Product 1

HCID 178459566HCID 178459566, 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)-2-allyloxycarbonyl-1-(5-chloro-1H-benzimidazol-2-yl)ethylamine in tetrahydrofuran. Yield: %; Rf value: 0.43 (silica gel: dichloromethane/ethanol=9:1); C26H27ClN4O4 (494.98); mass spectrum: (M+H)+=495/497 (chlorine isotope).

Sources & evidence

ORD record
ord-d02b25420d3840bfb2a4955f6c80af61
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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