HCID 59556910, compound → HCID 59556918, compound

HRID 1967372Notes

Reaction equation

HRID 1967372 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([N:10]2[C@@H:16]([CH3:17])[C:15](=[O:18])[C:12]3([CH2:14][CH2:13]3)[C:11]2=[O:19])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH3:20][Mg]Br.O1CCCC1>O1CCCC1.[Cl-].[Na+].O>[Cl:1][C:2]1[CH:9]=[C:8]([N:10]2[C@@H:16]([CH3:17])[C@:15]([OH:18])([CH3:20])[C:12]3([CH2:14][CH2:13]3)[C:11]2=[O:19])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

5

Reactant 2

HCID 59556910HCID 59556910, compoundHCID 178420675HCID 178420675, compound

Product 1

HCID 59556918HCID 59556918, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

To a solution of 2-chloro-4-[(6S)-6-methyl-4,7-dioxo-5-azaspiro[2.4]hept-5-yl]benzonitrile (35 mg) in tetrahydrofuran (6.0 mL) was added dropwise 1 mol/L-methylmagnesium bromide/tetrahydrofuran solution (1.3 mL) under ice-cooling, and the mixture was stirred at the same temperature for 1 hr. Brine was added to the reaction mixture, and the mixture was extracted with ethyl acetate.

Workup

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate

Sources & evidence

ORD record
ord-fc8002f4627b427ea0bae195c38641f8
Source dataset
uspto-grants-2013_04
Patent number
US08420694B2

Reaction notes

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