Water → HCID 23438532, compound

HRID 2120104Notes

Reaction equation

HRID 2120104 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.[C:9]([O:12][CH2:13][C:14](Cl)=[O:15])(=[O:11])[CH3:10].C(N(CC)CC)C.O>C(Cl)Cl>[C:9]([O:12][CH2:13][C:14]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1)=[O:15])(=[O:11])[CH3:10]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 26297Acetoxyacetyl chlorideHCID 706222-Amino-5-bromopyridine

Product 1

HCID 23438532HCID 23438532, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

In 29 ml of methylene chloride was dissolved 1 g of 2-amino-5-bromopyridine which was then reacted with 0.93 ml of acetoxyacetyl chloride in the presence of 1.61 ml of triethyl amine at room temperature for 1 hour with stirring. Water was added to the reaction mixture before extraction with methylene chloride. The organic layer thus obtained was washed with brine, dehydrated, filtered and concentrated in vacuo. Recrystallization of the concentrate in ethyl ether gave the title compound. 615 mg.

Workup

  1. customThe organic layer thus obtained
  2. washwas washed with brine
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customRecrystallization of the
  6. concentrationconcentrate in ethyl ether

Sources & evidence

ORD record
ord-4c32917a6bfb4b4fb41b2fbfe84a6768
Source dataset
uspto-grants-2004_02
Patent number
US06689779B2

Reaction notes

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