Sodium Azide → HCID 59526134, compound

HRID 386077Notes

Reaction equation

HRID 386077 reaction equation
[Br:1][C:2]1[N:7]=[C:6]([CH2:8][C:9]#[N:10])[CH:5]=[CH:4][CH:3]=1.[N-:11]=[N+:12]=[N-:13].[Na+]>O.[Zn+2].[Br-].[Br-]>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([CH2:8][C:9]2[N:11]=[N:12][NH:13][N:10]=2)[N:7]=1

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 6428642-(6-Bromopyridin-2-yl)acetonitrile

Product 1

HCID 59526134HCID 59526134, compound

Reagents, catalysts & solvents 2

HCID 10421208Zinc bromideCatalystHCID 962WaterSolvent

Conditions

Temperature
110 °C

Procedure

(6-Bromopyridin-2-yl)acetonitrile (Example 235, Step 1) (1.00 g, 5.08 mmol), NaN3 (396 mg, 6.09 mmol), and ZnBr2 (1.14 g, 5.08 mmol) were combined in water (10 mL) in a screw-cap vial, sealed, and vigorously stirred at 110° C. for 18 h. The suspension was filtered, and the isolated solid was washed with water to provide the title compound as a colorless solid.

Workup

  1. customsealed
  2. filtrationThe suspension was filtered
  3. washthe isolated solid was washed with water

Sources & evidence

ORD record
ord-b7e27bf7d3a04ea3a3eac15f2ac71802
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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