Methyl iodide → HCID 136197397, compound

HRID 539868Notes

Reaction equation

HRID 539868 reaction equation
[CH:1]([C:4]1[N:5]=[C:6]([C:12]2[CH:13]=[C:14]([NH:22][C:23]([NH:25][CH2:26][CH3:27])=[S:24])[CH:15]=[CH:16][C:17]=2[O:18][CH2:19][CH2:20][CH3:21])[NH:7][C:8](=[O:11])[C:9]=1[Br:10])([CH3:3])[CH3:2].I[CH3:29]>CO>[CH:1]([C:4]1[N:5]=[C:6]([C:12]2[CH:13]=[C:14]([NH:22][C:23](=[N:25][CH2:26][CH3:27])[S:24][CH3:29])[CH:15]=[CH:16][C:17]=2[O:18][CH2:19][CH2:20][CH3:21])[NH:7][C:8](=[O:11])[C:9]=1[Br:10])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 135890139HCID 135890139, compound

Product 1

HCID 136197397HCID 136197397, compoundYield 85.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound (2.7 g, 6 mmol) of example 35 was suspended in methanol (20 ml), and added with iodomethane (1.0 g, 7 mmol). After refluxed for 3 h, the reaction mixture was concentrated to dryness. The resultant solid was recrystallized from ethylether to obtain the title compound (2.4 g, yield: 85%). 1H NMR (DMSO-d6) δ: 7.16 (1H, d), 6.99 (1H, dd), 6.87 (1H, d), 4.00 (2H, t), 3.37 (1H, m), 2.94 (2H, q), 2.56 (3H, s), 1.74 (2H, m), 1.18 (6H, d), 1.11 (3H, t), 0.98 (3H, t).

Workup

  1. temperatureAfter refluxed for 3 h
  2. concentrationthe reaction mixture was concentrated to dryness
  3. customThe resultant solid was recrystallized from ethylether

Sources & evidence

ORD record
ord-6851744064ac4e9080dcb4c7d64d6022
Source dataset
uspto-grants-2014_10
Patent number
US08871777B2

Reaction notes

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