Methyl iodide → HCID 86691140, compound

HRID 2038398Notes

Reaction equation

HRID 2038398 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-a3a6ddef6ffe464ab83b0f323d4a58ab
Source dataset
uspto-grants-2013_11
Patent number
US08575363B2

Reaction notes

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