Chlorine → HCID 178427036, compound

HRID 2053852Notes

Reaction equation

HRID 2053852 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:68]=[CH:67][C:53]2[NH:54][C:55]([CH:57]([NH2:66])[CH2:58][C:59]3[CH:64]=[CH:63][C:62]([OH:65])=[CH:61][CH:60]=3)=[N:56][C:52]=2[CH:51]=1.ClCl>O1CCCC1.ClCCl.CO>[Cl:49][C:50]1[CH:68]=[CH:67][C:53]2[NH:54][C:55]([CH:57]([NH:66][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]([OH:65])=[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 178510831HCID 178510831, compound

Product 1

HCID 178427036HCID 178427036, compoundYield 64%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21226129Dichloromethane methanolSolvent

Procedure

Prepared analogously to Example 1g from 3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and 1-(5-chloro-1H-benzimidazol-2-yl)-2-(4-hydroxyphenyl)ethylamine in tetrahydrofuran. Yield: 64%; Rf value: 0.14 (silica gel; dichloromethane/methanol=19:1); C28H27ClN4O3 (503.00); mass spectrum: (M+H)+=503/505 (chlorine isotope).

Sources & evidence

ORD record
ord-de781d11fde9453d9d91b9f483a14af7
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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