2-Bromopropane → HCID 9996100, compound

HRID 563985Notes

Reaction equation

HRID 563985 reaction equation
[H-].[Na+].[CH:3](Br)([CH3:5])[CH3:4].[NH:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[NH:16][C:17]1[C:22]([Cl:23])=[CH:21][CH:20]=[CH:19][C:18]=1[Cl:24]>CN(C)C=O>[NH:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[N:16]([C:17]1[C:22]([Cl:23])=[CH:21][CH:20]=[CH:19][C:18]=1[Cl:24])[CH:3]([CH3:5])[CH3:4]

Participants

5

Reactant 3

HCID 63582-BromopropaneHCID 24758Sodium hydrideHCID 11708908HCID 11708908, compound

Product 1

HCID 9996100HCID 9996100, compoundYield 7.3%

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 (3 ml), deprotonated with sodium hydride (43 mg) and alkylated with isopropyl bromide (111 mg) in a closed vessel at 100° C. for one hour. Workup and chromatography resulted in 21 mg of the desired compound.

Sources & evidence

ORD record
ord-2181a9fd3e3b435fbff17b105da0614f
Source dataset
uspto-grants-2011_11
Patent number
US08067614B2

Reaction notes

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