Sodium Azide → 2-Azido-7-[5-(4-fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]nonane

HRID 336538Notes

Reaction equation

HRID 336538 reaction equation
CS(O[CH:6]1[CH2:9][C:8]2([CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=4)=[CH:17][N:16]=3)[CH2:11][CH2:10]2)[CH2:7]1)(=O)=O.[N-:28]=[N+:29]=[N-:30].[Na+]>CN(C)C=O>[N:28]([CH:6]1[CH2:9][C:8]2([CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=4)=[CH:17][N:16]=3)[CH2:11][CH2:10]2)[CH2:7]1)=[N+:29]=[N-:30]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 866606417-[5-(4-Fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]non-2-yl methanesulfonate

Product 1

HCID 866606422-Azido-7-[5-(4-fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]nonane

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The process is performed according to the procedure described in Example 6 (step 6.3.). Starting with 7.66 g (19.62 mmol) of 7-[5-(4-fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]non-2-yl methanesulfonate, prepared in step 10.3., and 3.83 g (58.85 mmol) of sodium azide in 28 mL of N,N-dimethylformamide. After evaporating off the solvent, 6.60 g of product are obtained in the form of a brown oil.

Workup

  1. customprepared in step 10.3
  2. customAfter evaporating off the solvent, 6.60 g of product
  3. customare obtained in the form of a brown oil

Sources & evidence

ORD record
ord-0a5f4b9b51e24fc59b1e6cb5e1d45c68
Source dataset
uspto-grants-2014_11
Patent number
US08889702B2

Reaction notes

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