Chloroacetaldehyde → 6-Bromoimidazo[1,2-a]pyrimidine

HRID 252361Notes

Reaction equation

HRID 252361 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5]([NH2:8])=[N:6][CH:7]=1.Cl[CH2:10][CH:11]=O>C(=O)([O-])O.[Na+]>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([CH:10]=[CH:11][N:8]=2)[CH:7]=1

Participants

4

Conditions

Temperature
25 °C

Procedure

50 mmol of 5-bromo-pyrimidin-2-ylamine are dissolved in 200 ml of saturated aqueous sodium hydrogencarbonate solution. 55 mmol of chloroacetaldehyde are added to the reaction mixture and the mixture is stirred for 24 hours at 25° C. The mixture is extracted with ethyl acetate (3×300 ml) and the combined extracts are dried over sodium sulphate and evaporated under reduced pressure. Flash chromatography (SiO2 60F) of the residue provides the title compound which is identified on the basis of its Rf-value.

Workup

  1. extractionThe mixture is extracted with ethyl acetate (3×300 ml)
  2. dry with materialthe combined extracts are dried over sodium sulphate
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-de52d2604dca48af89272bdaf45e2e80
Source dataset
uspto-grants-2011_01
Patent number
US07868036B2

Reaction notes

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