Hydrochloric Acid → HCID 178506536, compound

HRID 910218Notes

Reaction equation

HRID 910218 reaction equation
C[Al](C)C.[N:5]([Si](C)(C)C)=[N+:6]=[N-:7].[I:12][C:13]1[CH:14]=[CH:15][C:16]2[N:17]([CH:19]=[C:20]([C:22]3[CH:29]=[CH:28][C:25]([C:26]#[N:27])=[CH:24][CH:23]=3)[N:21]=2)[CH:18]=1.Cl>C1(C)C=CC=CC=1>[I:12][C:13]1[CH:14]=[CH:15][C:16]2[N:17]([CH:19]=[C:20]([C:22]3[CH:29]=[CH:28][C:25]([C:26]4[NH:27][N:7]=[N:6][N:5]=4)=[CH:24][CH:23]=3)[N:21]=2)[CH:18]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 78378AzidotrimethylsilaneHCID 16682925TrimethylaluminumHCID 67405072HCID 67405072, compound

Product 1

HCID 178506536HCID 178506536, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

Trimethylaluminum (150 μL) and azidotrimethylsilane (42 μL) were added to a solution (1 mL) of 4-(6-iodoimidazo[1,2-a]pyridin-2-yl)benzonitrile (104 mg) in toluene, followed by heating at 80° C. for 2 hours. The mixture was left to cool to room temperature, and 6N hydrochloric acid solution was added thereto. The precipitated matter was recovered through filtration and dried, to thereby yield the title compound (17 mg).

Workup

  1. waitThe mixture was left
  2. temperatureto cool to room temperature
  3. filtrationThe precipitated matter was recovered through filtration
  4. customdried

Sources & evidence

ORD record
ord-ee9087a4f759460291f11fff39dd91c4
Source dataset
uspto-grants-2011_09
Patent number
US08022075B2

Reaction notes

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