1-Bromo-2-methylpropane → HCID 22008507, compound

HRID 321963Notes

Reaction equation

HRID 321963 reaction equation
[H-].[Na+].[CH2:3]([C:10]1[NH:11][C:12]2[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:13]=2[N:14]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Br[CH2:22][CH:23]([CH3:25])[CH3:24]>CC(N(C)C)=O>[CH2:3]([C:10]1[N:14]([CH2:22][CH:23]([CH3:25])[CH3:24])[C:13]2[CH:15]=[CH:16][C:17]([O:19][CH3:20])=[CH:18][C:12]=2[N:11]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 65551-Bromo-2-methylpropaneHCID 24758Sodium hydrideHCID 220085032-Benzyl-6-methoxy-1H-benzimidazole

Product 1

HCID 22008507HCID 22008507, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent2×

Procedure

Sodium hydride (18.31 mmole, 0.44 g, 60% in mineral oil) is added in small amounts under nitrogen to an ice cooled solution of 2-benzyl-5-methoxybenzimidazole (16.64 mmole, 3.96 g) in dry DMA (9 ml). The mixture is stirred at the same temperature for 30 minutes. 1-Bromo-2-methylpropane (18.31 mmole, 2.51 g) in DMA (4 ml) is added in several portions, and the mixture is allowed to stir at room temperature over night. The reaction mixture is added dropwise onto ice. The precipitate is collected and dissolved in dichloromethane. The organic solution is washed several times with water, is dried with Na2SO4, is filtered and is evaporated to give the title compound (R1=2-methylpropyl, R2=benzyl, R3=OCH3, n=1).

Workup

  1. stirringto stir at room temperature over night
  2. additionThe reaction mixture is added dropwise onto ice
  3. customThe precipitate is collected
  4. dissolutiondissolved in dichloromethane
  5. washThe organic solution is washed several times with water
  6. dry with materialis dried with Na2SO4
  7. filtrationis filtered
  8. customis evaporated

Sources & evidence

ORD record
ord-af3fbf154b5a4c12a541c90a7fe2d36b
Source dataset
uspto-grants-2001_04
Patent number
US06211177B1

Reaction notes

Loading…