Sodium Iodide → HCID 117988436, compound

HRID 2205985Notes

Reaction equation

HRID 2205985 reaction equation
C[O:2][C:3]1[N:4]=[CH:5][CH:6]=[C:7]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[N:10][N:9]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:8]=12.[I-].[Na+].Cl[Si](C)(C)C>C(#N)C>[C:18]1([N:9]2[C:8]3[C:3](=[O:2])[NH:4][CH:5]=[CH:6][C:7]=3[C:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[N:10]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 6397ChlorotrimethylsilaneHCID 117988392HCID 117988392, compound

Product 1

HCID 117988436HCID 117988436, compoundYield 62.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 7-methoxy-1,3-diphenyl-1H-pyrazolo[3,4-c]pyridine (75 mg) in acetonitrile (10 mL) were added sodium iodide (75 mg) and chloro(trimethyl)silane (216 mg), and the mixture was stirred at 60° C. for 1 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane), and crystallized from ethyl acetate and hexane to give the title compound (45 mg).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)
  3. customcrystallized from ethyl acetate and hexane

Sources & evidence

ORD record
ord-28543cb1547f475ea04739cd07567484
Source dataset
uspto-grants-2016_06
Patent number
US09371320B2

Reaction notes

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