Potassium trimethylsilanolate → HCID 24822031, compound

HRID 500513Notes

Reaction equation

HRID 500513 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([I:17])=[CH:13][C:12]=2[F:18])[C:5]([C:8]#[N:9])=[N:6][CH:7]=1.C[Si](C)(C)[O-:21].[K+]>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([I:17])=[CH:13][C:12]=2[F:18])[C:5]([C:8]([NH2:9])=[O:21])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 23668039Potassium trimethylsilanolateHCID 24821963HCID 24821963, compound

Product 1

HCID 24822031HCID 24822031, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Procedure

To 5-fluoro-3-(2-fluoro-4-iodo-phenylamino)-pyridine-2-carbonitrile (50 mg, 0.14 mmol) in THF (0.7 mL) was added potassium trimethylsilanolate (40 mg, 0.28 mmol). The mixture was heated in sealed tube at 100° C. overnight. The mixture was then concentrated and purified by HPLC to afford the pure product. LC/MS [6.90 min; 376 (M+1)].

Workup

  1. concentrationThe mixture was then concentrated
  2. custompurified by HPLC
  3. customto afford the pure product
  4. customLC/MS [6.90 min; 376 (M+1)]

Sources & evidence

ORD record
ord-27addf59825847ae9657bdc0c6572b1d
Source dataset
uspto-grants-2010_08
Patent number
US07772233B2

Reaction notes

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