Chlorine → HCID 178464864, compound

HRID 2053946Notes

Reaction equation

HRID 2053946 reaction equation
[N:1]1([C:10]2[CH:18]=[CH:17][C:13]([C:14]([OH:16])=O)=[CH:12][C:11]=2[C:19]([F:22])([F:21])[F:20])[C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:4]=2[N:3]=[CH:2]1.C[N:24](C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[Cl:45][C:46]1[CH:57]=[CH:56][C:49]2[NH:50][C:51]([CH2:53][CH2:54]N)=[N:52][C:48]=2[CH:47]=1.ClCl>O1CCCC1.C(OCC)(=O)C.C(O)C.C(N(CC)CC)C>[Cl:45][C:46]1[CH:57]=[CH:56][C:49]2[NH:50][C:51]([CH:53]([NH:24][C:14](=[O:16])[C:13]3[CH:17]=[CH:18][C:10]([N:1]4[C:5]5[CH2:6][CH2:7][CH2:8][CH2:9][C:4]=5[N:3]=[CH:2]4)=[C:11]([C:19]([F:20])([F:21])[F:22])[CH:12]=3)[CH3:54])=[N:52][C:48]=2[CH:47]=1

Participants

8

Reactant 4

HCID 24526ChlorineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 69312605HCID 69312605, compoundHCID 178510880HCID 178510880, compound

Product 1

HCID 178464864HCID 178464864, compoundYield 65%

Reagents, catalysts & solvents 3

HCID 8028TetrahydrofuranSolventHCID 8471TriethylamineSolventHCID 21584252Ethanol ethylacetateSolvent

Procedure

Prepared analogously to Example 1g from 4-(4,5,6,7-tetrahydrobenzimidazol-1-yl)-3-trifluoromethylbenzoic acid, TBTU, triethylamine, and (5-chloro-1H-benzimidazol-2-yl)ethylamine in tetrahydrofuran. Yield: 65%; Rf value: 0.30 (silica gel; ethyl acetate/ethanol=4:1); C24H21ClF3N5O (487.91); mass spectrum: (M−H)−=486/488 (chlorine isotope).

Sources & evidence

ORD record
ord-3fafe55775ce49d39259996cdbe37a48
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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