Methyl iodide → HCID 60164753, compound

HRID 2167109Notes

Reaction equation

HRID 2167109 reaction equation
[O:1]1[CH2:6][CH2:5][O:4][C:3]2[CH:7]=[C:8]([N:11]([CH:21]3[CH2:29][C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH2:22]3)[CH2:12][CH2:13][CH:14]3[CH2:19][CH2:18][CH2:17][CH2:16][N:15]3[CH3:20])[CH:9]=[CH:10][C:2]1=2.[CH3:30][I:31]>ClCCCl>[I-:31].[CH3:20][N+:15]1([CH3:30])[CH2:16][CH2:17][CH2:18][CH2:19][CH:14]1[CH2:13][CH2:12][N:11]([C:8]1[CH:9]=[CH:10][C:2]2[O:1][CH2:6][CH2:5][O:4][C:3]=2[CH:7]=1)[CH:21]1[CH2:29][C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 68180898HCID 68180898, compound

Product 1

HCID 60164753HCID 60164753, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a stirred solution of compound 61 (0.25 g, 0.64 mmol) in DCE (3 mL) was added methyl iodide (0.15 mL, 2.55 mmol) and the mixture was stirred at rt for 40 hours in a sealed tube. The reaction mixture was concentrated and the crude material was purified by Combiflash® chromatography eluting with 6-7% methanol-DCM to provide a solid. The solid material was triturated with ether and filtered through a sintered funnel and dried under high vacuum to get the desired compound.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe crude material was purified by Combiflash® chromatography
  3. washeluting with 6-7% methanol-DCM
  4. customto provide a solid
  5. customThe solid material was triturated with ether
  6. filtrationfiltered through a sintered funnel
  7. customdried under high vacuum

Sources & evidence

ORD record
ord-cbc0bf23aa774281bed0eda3040ffe8e
Source dataset
uspto-grants-2015_06
Patent number
US09044482B2

Reaction notes

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