Lithium Chloride → Methyl 2-(5-bromo-3-nitropyridin-2-yl)acetate

HRID 1618506Notes

Reaction equation

HRID 1618506 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N+:17]([O-:19])=[O:18])[C:5]([CH:8](C(OC)=O)[C:9]([O:11][CH3:12])=[O:10])=[N:6][CH:7]=1.[Cl-].[Li+]>O>[Br:1][C:2]1[CH:3]=[C:4]([N+:17]([O-:19])=[O:18])[C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 433294Lithium ChlorideHCID 53217420Dimethyl 2-(5-bromo-3-nitropyridin-2-YL)malonate

Product 1

HCID 67284396Methyl 2-(5-bromo-3-nitropyridin-2-yl)acetate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Prepared according to procedure H using dimethyl 2-(5-bromo-3-nitropyridin-2-yl)malonate (35 g, 105 mmol), lithium chloride (22.27 g, 525 mmol) and water (50 mL) and heating at reflux for 24 h. After purification methyl 2-(5-bromo-3-nitropyridin-2-yl)acetate was obtained as brown oil. Mass Spectrum (ESI) m/e=275 [(M+1) (79Br)] and 277 [(M+1) (81Br)].

Workup

  1. customPrepared
  2. temperatureheating
  3. temperatureat reflux for 24 h
  4. customAfter purification methyl 2-(5-bromo-3-nitropyridin-2-yl)acetate
  5. customwas obtained as brown oil

Sources & evidence

ORD record
ord-85614c93c94a4551931fdc6ba25b9cb8
Source dataset
uspto-grants-2014_07
Patent number
US08765940B2

Reaction notes

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