Methyl iodide → HCID 21308051, compound

HRID 1417181Notes

Reaction equation

HRID 1417181 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[CH2:12][CH2:11][C:10]3[CH:13]=[C:14]([Cl:18])[CH:15]=[C:16]([Br:17])[C:9]=3[C@@H:8]([CH:19]3[CH2:24][CH2:23][N:22]([C:25](=[O:36])[CH2:26][C:27]4[CH:32]=[CH:31][N:30]=[CH:29][C:28]=4[C:33]([OH:35])=[O:34])[CH2:21][CH2:20]3)[C:5]2=[N:6][CH:7]=1.[C:37]([O-])([O-])=O.[K+].[K+].CI>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[CH2:12][CH2:11][C:10]3[CH:13]=[C:14]([Cl:18])[CH:15]=[C:16]([Br:17])[C:9]=3[C@@H:8]([CH:19]3[CH2:24][CH2:23][N:22]([C:25](=[O:36])[CH2:26][C:27]4[CH:32]=[CH:31][N:30]=[CH:29][C:28]=4[C:33]([O:35][CH3:37])=[O:34])[CH2:21][CH2:20]3)[C:5]2=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 70284124HCID 70284124, compound

Product 1

HCID 21308051HCID 21308051, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To the product of Example 2 (1.0 mmol) dissolved in anhydrous DMF add solid K2CO3 (1.2 mmol, anhydrous) and CH3I (1.2 mmol). After stirring the reaction mixture at room temperature for 24 hours, concentrate the mixture in vacuo, dilute with CH2Cl2 and wash with water. Dry the organic phase over anhydrous MgSO4, filter and concentrate in vacuo to afford the title compound.

Workup

  1. concentrationconcentrate the mixture in vacuo
  2. additiondilute with CH2Cl2
  3. washwash with water
  4. dry with materialDry the organic phase over anhydrous MgSO4
  5. filtrationfilter
  6. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-ce93d59c82d74feca4435afa8f6cf625
Source dataset
uspto-grants-1999_03
Patent number
US05877177

Reaction notes

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