Sodium Azide → HCID 58911268, compound

HRID 1295803Notes

Reaction equation

HRID 1295803 reaction equation
[N-]=[N+]=[N-].[Na+].[F:5][C:6]1[C:11]([N:12]=[N:13][N:14]2CCCC2)=[C:10]([F:19])[CH:9]=[CH:8][C:7]=1[CH:20]1[CH2:24][NH:23][C:22](=[O:25])[CH2:21]1>Cl>[N:12]([C:11]1[C:6]([F:5])=[C:7]([CH:20]2[CH2:24][NH:23][C:22](=[O:25])[CH2:21]2)[CH:8]=[CH:9][C:10]=1[F:19])=[N+:13]=[N-:14]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 58911278HCID 58911278, compound

Product 1

HCID 58911268HCID 58911268, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

In a 25 ml three necked flask fitted with a magnetic stirrer, under inert atmosphere, NaN3 (0.133 g, 2 mmol) is added to a solution of 4-[2,4-difluoro-3-(pyrrolidin-1-ylazo)-phenyl]-pyrrolidin-2-one a13 (0.2 g, 0.68 mmol) and HCl (1 N, 10 ml) at room temperature. After 1.5 h, the reaction mixture is quenched by NaOH (1N, 10 ml), extracted with CH2Cl2 (3 times), and the organic layer is dried on MgSO4, filtered and concentrated in vacuo to afford the crude 4-(3-azido-2,4-difluoro-phenyl)-pyrrolidin-2-one a14 which is used as such in the next step.

Workup

  1. customthe reaction mixture is quenched by NaOH (1N, 10 ml)
  2. extractionextracted with CH2Cl2 (3 times)
  3. customthe organic layer is dried on MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-64b1f7b62c364e2dab14d6a2ed24a8ef
Source dataset
uspto-grants-2007_07
Patent number
US07244747B2

Reaction notes

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