Sodium Azide → HCID 86656445, compound

HRID 527960Notes

Reaction equation

HRID 527960 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[C:6]([CH:13]3[CH2:15][O:14]3)[CH:7]=[CH:8][CH:9]=2)[N:4]=1.[N-:16]=[N+:17]=[N-:18].[Na+]>O1CCOCC1.O>[N:16]([CH:13]([C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:5]=1[N:4]=[C:3]([O:2][CH3:1])[CH:12]=[CH:11]2)[CH2:15][OH:14])=[N+:17]=[N-:18]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 86241604HCID 86241604, compound

Product 1

HCID 86656445HCID 86656445, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

A solution of 2-methoxy-8-(2-oxiranyl)-quinoline (900 mg; prepared according to WO 2006/046552) in dioxane/water (5:1; 60 mL) was reacted with NaN3 at 90° C. for 5 h. The solvents were removed under reduced pressure and the residue was purified by CC (Hex/EA 2:1 to 1:1), affording a yellow oil (480 mg; 44% yield).

Workup

  1. customThe solvents were removed under reduced pressure
  2. customthe residue was purified by CC (Hex/EA 2:1 to 1:1)
  3. customaffording a yellow oil (480 mg; 44% yield)

Sources & evidence

ORD record
ord-ec1f2e10b4b04c8f86d8d49c24223af6
Source dataset
uspto-grants-2016_05
Patent number
US09346804B2

Reaction notes

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