Chlorine → HCID 178433904, compound

HRID 2054051Notes

Reaction equation

HRID 2054051 reaction equation
[CH3:1][C:2]1[C:6]2[CH2:7][CH2:8][CH2:9][C:5]=2[N:4]([C:10]2[CH:18]=[CH:17][C:13]([C:14](O)=[O:15])=[CH:12][C:11]=2[C:19]([F:22])([F:21])[F:20])[N:3]=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:54][C:55]1[CH:66]=[CH:65][C:58]2[NH:59][C:60]([C@@H:62]([NH2:64])[CH3:63])=[N:61][C:57]=2[CH:56]=1.ClCl>O1CCCC1.ClCCl.C(O)C>[Cl:54][C:55]1[CH:66]=[CH:65][C:58]2[NH:59][C:60]([C@@H:62]([NH:64][C:14](=[O:15])[C:13]3[CH:17]=[CH:18][C:10]([N:4]4[C:5]5[CH2:9][CH2:8][CH2:7][C:6]=5[C:2]([CH3:1])=[N:3]4)=[C:11]([C:19]([F:20])([F:21])[F:22])[CH:12]=3)[CH3:63])=[N:61][C:57]=2[CH:56]=1

Participants

8

Reactant 5

HCID 24526Chlorine2×HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 42034613(S)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamineHCID 693125584-(3-methyl-5,6-dihydro-4H-cyclopentapyrazol-1-yl)-3-trifluoromethylbenzoic acid

Product 1

HCID 178433904HCID 178433904, compoundYield 47%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1g from 4-(3-methyl-5,6-dihydro-4H-cyclopentapyrazol-1-yl)-3-trifluoromethylbenzoic acid, TBTU, diisopropylethylamine, and (1S)-1-(5-chloro-1H-benzimidazol-2-yl)ethylamine in tetrahydrofuran. Yield: 47%; Rf value: 0.30 (silica gel: dichloromethane/ethanol=9:1); C24H21ClF3N5O (487.911); mass spectrum: (M+H)+=488/490 (chlorine isotope) and (M−H)−=487/489 (chlorine isotope).

Sources & evidence

ORD record
ord-a4ea01bbc6e2439b9ffdbfebd283351b
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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