Methyl iodide → HCID 178488139, compound

HRID 730055Notes

Reaction equation

HRID 730055 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10](=[S:21])[NH:11][C:12]=2[C:13]2[CH:18]=[CH:17][N:16]=[C:15]([O:19][CH3:20])[CH:14]=2)=[CH:4][CH:3]=1.[CH3:22]I>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([S:21][CH3:22])[NH:11][C:12]=2[C:13]2[CH:18]=[CH:17][N:16]=[C:15]([O:19][CH3:20])[CH:14]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 11130404HCID 11130404, compound

Product 1

HCID 178488139HCID 178488139, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 24d (1.0 g; 3.3 mmol) and methyl iodide (5.6 g; 39 mmol) in methanol (50 ml) was stirred under reflux for 3 h. The reaction mixture was cooled and filtered. The filtrate was concentrated and the residue was taken up in ethanol. Insoluble components were filtered off and the filtrate was concentrated. The residue was taken up in CH2Cl2/EtOH (9+1). Insoluble components were filtered off, and the filtrate was separated by column chromatography (SiO2 60, CH2Cl2/EtOH 9+1). M.p. 158° C.

Workup

  1. temperatureunder reflux for 3 h
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. filtrationInsoluble components were filtered off
  6. concentrationthe filtrate was concentrated
  7. filtrationInsoluble components were filtered off
  8. customthe filtrate was separated by column chromatography (SiO2 60, CH2Cl2/EtOH 9+1)

Sources & evidence

ORD record
ord-358cf4fbce0541bfb9e86c19ab351e09
Source dataset
uspto-grants-2009_09
Patent number
US07582660B2

Reaction notes

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