Methyl iodide → HCID 21037135, compound

HRID 13523Notes

Reaction equation

HRID 13523 reaction equation
[CH3:1][N:2]([CH3:21])[C:3]([C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([NH:18][CH3:19])=[C:14]([NH2:20])[CH:13]=2)[CH:8]=[CH:7][N:6]=1)=[O:4].[F:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[C:24]=1[N:30]=[C:31]=S.CI>CO>[CH3:1][N:2]([CH3:21])[C:3]([C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]3[N:18]([CH3:19])[C:31]([NH:30][C:24]4[C:23]([F:22])=[CH:28][CH:27]=[CH:26][C:25]=4[F:29])=[N:20][C:14]=3[CH:13]=2)[CH:8]=[CH:7][N:6]=1)=[O:4]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 40316012,6-Difluorophenyl isothiocyanateHCID 210372904-(3-Amino-4-methylamino-phenoxy)-pyridine-2-carboxylic acid dimethylamide

Product 1

HCID 21037135HCID 21037135, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of the 4-(3-Amino-4-methylamino-phenoxy)-pyridine-2-carboxylic acid dimethylamide (1 eq) in methanol was treated with 2,6-difluorophenylisothiocyanate (1 eq) and stirred overnight. To the reaction mixture, methyl iodide (1 eq) was added and stirred overnight at 60° C. The reaction was cooled down to room temperature, evaporated, and the residue purified by reverse phase HPLC. HPLC, 1.66 min; MS: MH+=424.1

Workup

  1. stirringstirred overnight at 60° C
  2. customevaporated
  3. customthe residue purified by reverse phase HPLC
  4. customHPLC, 1.66 min

Sources & evidence

ORD record
ord-84452934cf5947cab9440e1a3ef9e896
Source dataset
uspto-grants-2010_06
Patent number
US07728010B2

Reaction notes

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