Trimethylsilyl iodide → HCID 178481766, compound

HRID 241974Notes

Reaction equation

HRID 241974 reaction equation
C[O:2][C:3]1[CH:8]=[C:7]([C:9]2[N:14]=[C:13]3[N:15]([CH3:18])[N:16]=[CH:17][C:12]3=[C:11]([O:19][C:20]3[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:22][CH:21]=3)[CH:10]=2)[CH:6]=[CH:5][N:4]=1.I[Si](C)(C)C>C(#N)C>[CH3:18][N:15]1[C:13]2=[N:14][C:9]([C:7]3[CH:6]=[CH:5][N:4]=[C:3]([OH:2])[CH:8]=3)=[CH:10][C:11]([O:19][C:20]3[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:22][CH:21]=3)=[C:12]2[CH:17]=[N:16]1

Participants

4

Reactant 2

HCID 85247Trimethylsilyl iodideHCID 462186716-(2-methoxypyridin-4-yl)-1-methyl-4-(4-(methylsulfonyl)phenoxy)-1H-pyrazolo[3,4-b]pyridine

Product 1

HCID 178481766HCID 178481766, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

To 6-(2-methoxypyridin-4-yl)-1-methyl-4-(4-(methylsulfonyl)phenoxy)-1H-pyrazolo[3,4-b]pyridine 118 (100 mg) in acetonitrile (1 mL) was added iodotrimethylsilane (140 μl). The resulting mixture was heated 3 h at 70° C. and purified by reverse phase HPLC to provide 120. MS (ESI) m/z 397.1 (M+1)+

Workup

  1. custompurified by reverse phase HPLC

Sources & evidence

ORD record
ord-674c6a4a249446e4977d2ab25bc4bf20
Source dataset
uspto-grants-2014_02
Patent number
US08653098B2

Reaction notes

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