Chlorine → HCID 178464776, compound

HRID 2053821Notes

Reaction equation

HRID 2053821 reaction equation
[N:1]1([C:6]([C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=2)=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.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:48][C:49]1[CH:60]=[CH:59][C:52]2[NH:53][C:54]([CH:56]([NH2:58])[CH3:57])=[N:55][C:51]=2[CH:50]=1.ClCl>O1CCCC1.C(Cl)Cl.C(O)C>[Cl:48][C:49]1[CH:60]=[CH:59][C:52]2[NH:53][C:54]([CH:56]([NH:58][C:12](=[O:14])[C:11]3[CH:10]=[CH:9][C:8]([C:6]([N:1]4[CH2:2][CH2:3][CH2:4][CH2:5]4)=[O:7])=[CH:16][CH:15]=3)[CH3:57])=[N:55][C:51]=2[CH:50]=1

Participants

8

Reactant 5

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 10932939Benzoic acid, 4-(1-pyrrolidinylcarbonyl)-HCID 178463384HCID 178463384, compound

Product 1

HCID 178464776HCID 178464776, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1g from 4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and 1-(5-chloro-1H-benzimidazol-2-yl)ethylamine in tetrahydrofuran. Yield: 98%; Rf value: 0.50 (silica gel; methylene chloride/ethanol=9:1); C21H21ClN4O2 (396.88); mass spectrum: (M+H)+=397/399 (chlorine isotope).

Sources & evidence

ORD record
ord-18c3bc4455564e2b9943c373626ee282
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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