BROMINE CHLORIDE (BrCl) → HCID 178427028, compound

HRID 2054086Notes

Reaction equation

HRID 2054086 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.[Br:49][C:50]1[CH:51]=[C:52]([CH2:56][CH:57]([NH2:68])[C:58]2[NH:62][C:61]3[CH:63]=[CH:64][C:65]([Cl:67])=[CH:66][C:60]=3[N:59]=2)[CH:53]=[CH:54][CH:55]=1.BrCl>O1CCCC1.ClCCl.C(O)C>[Br:49][C:50]1[CH:51]=[C:52]([CH2:56][CH:57]([NH:68][C:5](=[O:7])[C:4]2[CH:8]=[CH:9][C:10]([C:11]([N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[O:12])=[C:2]([CH3:1])[CH:3]=2)[C:58]2[NH:62][C:61]3[CH:63]=[CH:64][C:65]([Cl:67])=[CH:66][C:60]=3[N:59]=2)[CH:53]=[CH:54][CH:55]=1

Participants

8

Reactant 5

HCID 61697BROMINE CHLORIDE (BrCl)HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 120686863-Methyl 4-(pyrrolidin-1-ylcarbonyl)benzoic acidHCID 178510756HCID 178510756, compound

Product 1

HCID 178427028HCID 178427028, 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 rac.-2-(3-bromophenyl)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamine in tetrahydrofuran. Yield: %; Rf value: 0.52 (silica gel: dichloromethane/ethanol=9:1); C28H26BrClN4O2 (565.90); mass spectrum: (M+H)+=565/567/569 (bromo-chlorine isotope).

Sources & evidence

ORD record
ord-f50a0ca9068a4404ad9f06b893736d17
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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