Bromocyclopentane → HCID 10450299, compound

HRID 563986Notes

Reaction equation

HRID 563986 reaction equation
[H-].[Na+].[CH:3]1(Br)[CH2:7][CH2:6][CH2:5][CH2:4]1.[NH:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[N:11]=[C:10]1[NH:18][C:19]1[C:24]([Cl:25])=[CH:23][CH:22]=[CH:21][C:20]=1[Cl:26]>CN(C)C=O>[NH:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[N:11]=[C:10]1[N:18]([CH:3]1[CH2:7][CH2:6][CH2:5][CH2:4]1)[C:19]1[C:24]([Cl:25])=[CH:23][CH:22]=[CH:21][C:20]=1[Cl:26]

Participants

5

Reactant 3

HCID 8728BromocyclopentaneHCID 24758Sodium hydrideHCID 11708908HCID 11708908, compound

Product 1

HCID 10450299HCID 10450299, compoundYield 12.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to example 1, (1H-benzoimidazol-2-yl)(2,6-dichlorophenyl)amine (250 mg) was dissolved in dimethylformamide (2 ml) at room temperature, deprotonated with sodium hydride (48 mg) and alkylated with cyclopentyl bromide (136.7 mg) in a closed vessel at 100° C. for 8 h. Workup and chromatography resulted in 38 mg of the desired compound.

Sources & evidence

ORD record
ord-40060c54320f49b7a454d0bfc82aba35
Source dataset
uspto-grants-2011_11
Patent number
US08067614B2

Reaction notes

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