Methyl iodide → HCID 86691140, compound

HRID 403278Notes

Reaction equation

HRID 403278 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][N:7]([C:12]([N:14]1[CH:18]=[CH:17][N:16]=[CH:15]1)=[O:13])[CH2:6][CH2:5]2.[CH3:19][I:20]>CC#N>[I-:20].[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][N:7]([C:12]([N:14]1[CH:18]=[CH:17][N+:16]([CH3:19])=[CH:15]1)=[O:13])[CH2:6][CH2:5]2

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 67288775HCID 67288775, compound

Product 1

HCID 86691140HCID 86691140, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of compound 1i (1.03 g, 3.37 mmol) in CH3CN (7 mL) was added MeI (0.84 mL, 13.46 mmol). The reaction was stirred at room temperature overnight. The reaction was concentrated and the residue was washed with Et2O/hexanes to afford compound 1j (1.48 g). 1H NMR (300 MHz, CDCl3): δ 10.44 (s, br, 1H), 7.65 (s, 1H), 7.31 (m, 3H), 7.23 (m, 1H), 5.02 (m, 2H), 4.31 (s, 3H), 3.98 (m, 2H), 3.04 (m, 2H).

Workup

  1. concentrationThe reaction was concentrated
  2. washthe residue was washed with Et2O/hexanes

Sources & evidence

ORD record
ord-18e590214b924271be411bba2562e0b7
Source dataset
uspto-grants-2014_06
Patent number
US08748417B2

Reaction notes

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