Acetonitrile → HCID 178510289, compound

HRID 1516601Notes

Reaction equation

HRID 1516601 reaction equation
[C:1]([C:3]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][N:5]([C:14]2[CH:15]=[C:16]([CH:20]=[CH:21][N:22]=2)[C:17]([NH2:19])=O)[CH:4]=1)#[N:2].[N-:23]=[N+:24]=[N-:25].[Na+].C(#N)C.Cl[Si](Cl)(Cl)Cl>O.O1CCCC1>[C:8]1([C:7]2[C:3]([C:1]#[N:2])=[CH:4][N:5]([C:14]3[CH:15]=[C:16]([C:17]4[NH:25][N:24]=[N:23][N:19]=4)[CH:20]=[CH:21][N:22]=3)[CH:6]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

7

Reactant 4

HCID 6342AcetonitrileHCID 24816Silicon tetrachlorideHCID 33557Sodium AzideHCID 685087634-Pyridinecarboxamide, 2-(3-cyano-4-phenyl-1H-pyrrol-1-yl)-

Product 1

HCID 178510289HCID 178510289, compoundYield 80.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 2-(3-cyano-4-phenylpyrrole-1-yl)isonicotinamide (0.058 g) and sodium azide (0.039 g) in a mixed solvent of acetonitrile (1.0 mL) and tetrahydrofuran (0.5 mL) was added tetrachlorosilane (0.068 g) at room temperature, and this mixture was stirred at 80° C. overnight. To this reaction mixture was added water, this obtained solid was collected by filtration. After washing with water, this solid was dried at 50° C. under reduced pressure to give the title compound (0.051 g).

Workup

  1. filtrationthis obtained solid was collected by filtration
  2. washAfter washing with water
  3. customthis solid was dried at 50° C. under reduced pressure

Sources & evidence

ORD record
ord-969bb23284bf43998d61325c7269c29b
Source dataset
uspto-grants-2012_07
Patent number
US08227500B2

Reaction notes

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