Methyl iodide → 1362243-58-0

HRID 2209310Notes

Reaction equation

HRID 2209310 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([B:11]3[O:15][C:14]([CH3:17])([CH3:16])[C:13]([CH3:19])([CH3:18])[O:12]3)=[CH:10][C:5]=2[NH:4][C:3]1=[O:20].IC.[C:23]([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([B:11]3[O:12][C:13]([CH3:19])([CH3:18])[C:14]([CH3:16])([CH3:17])[O:15]3)=[CH:10][C:5]=2[N:4]([CH3:23])[C:3]1=[O:20]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 711188801-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]iMidazol-2(3H)-one

Product 1

HCID 867001641362243-58-0

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2(3H)-one (235 mg, 0.857 mmol) and iodomethane (0.267 mL, 4.29 mmol) in DMF (10 mL) was added K2CO3 (592 mg, 4.29 mmol). The reaction mixture was stirred for 23 h and the product was then precipitated with water. The title compound was collected by filtration. LCMS-ESI+ (m/z): [M+H]+ calcd for C15H22BN2O3: 289.2; found: 289.1.

Workup

  1. customthe product was then precipitated with water
  2. filtrationThe title compound was collected by filtration

Sources & evidence

ORD record
ord-43b05db2cad245c19386eab72921b823
Source dataset
uspto-grants-2016_06
Patent number
US09376441B2

Reaction notes

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