Acetonitrile → HCID 178510289, compound

HRID 570853Notes

Reaction equation

HRID 570853 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-85d35ba51b7e4902ae7ef92a74a92554
Source dataset
uspto-grants-2015_05
Patent number
US09023882B2

Reaction notes

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