Methyl iodide → HCID 60164651, compound

HRID 2167104Notes

Reaction equation

HRID 2167104 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[N:10]([C:20]1[S:21][CH:22]=[CH:23][N:24]=1)[CH2:11][CH2:12][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][N:14]1[CH3:19].[CH3:25][I:26]>ClCCCl>[I-:26].[CH3:19][N+:14]1([CH3:25])[CH2:15][CH2:16][CH2:17][CH2:18][CH:13]1[CH2:12][CH2:11][N:10]([CH:2]1[CH2:3][C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:1]1)[C:20]1[S:21][CH:22]=[CH:23][N:24]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 68181210HCID 68181210, compound

Product 1

HCID 60164651HCID 60164651, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a stirred solution of compound 54 (0.25 g, 0.733 mmol) in DCE (5 mL) was added methyl iodide (0.2 mL, 2.93 mmol) and the reaction mixture was stirred at rt for 16 hours in a sealed tube. The reaction mixture was concentrated and the crude material purified by column chromatography on neutral alumina eluting with 1% methanol-DCM to provide a solid compound. The solid material crystallized from methanol-ether to provide the desired compound as an off white solid.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe crude material purified by column chromatography on neutral alumina eluting with 1% methanol-DCM
  3. customto provide a solid compound
  4. customThe solid material crystallized from methanol-ether

Sources & evidence

ORD record
ord-51667aeb1afa487883e203dfba24ee8f
Source dataset
uspto-grants-2015_06
Patent number
US09044482B2

Reaction notes

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