m-Chloroperbenzoic acid → HCID 90303738, compound

HRID 63604Notes

Reaction equation

HRID 63604 reaction equation
[Br:1][C:2]1[C:3]([NH:11][CH2:12][CH3:13])=[N:4][C:5]([S:9][CH3:10])=[N:6][C:7]=1[NH2:8].ClC1C=CC=C(C(OO)=[O:22])C=1>C(Cl)Cl>[Br:1][C:2]1[C:3]([NH:11][CH2:12][CH3:13])=[N:4][C:5]([S:9]([CH3:10])=[O:22])=[N:6][C:7]=1[NH2:8]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 90303791HCID 90303791, compound2×

Product 1

HCID 90303738HCID 90303738, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirring solution of 5-bromo-N4-ethyl-2-(methylthio)pyrimidine-4,6-diamine (intermediate 19) (4.2 mmol) in 10 ml of DCM, 1.04 g (4.6 mmol) of m-chloroperbenzoic acid (77%) (Aldrich) in 3 ml of DCM were added dropwise. The reaction mixture was stirred at room temperature for 1 hour. After evaporation of the solvent under reduced pressure, the remaining solid was first washed with cold DCM and then several times with cold water, filtered and dried. 1.11 g (95%) of 5-bromo-N4-ethyl-2-(methylsulfinyl)pyrimidine-4,6-diamine were obtained.

Workup

  1. customAfter evaporation of the solvent under reduced pressure
  2. washthe remaining solid was first washed with cold DCM
  3. filtrationseveral times with cold water, filtered
  4. customdried

Sources & evidence

ORD record
ord-7555e49a514b4871b89a20b6bcfab688
Source dataset
uspto-grants-2016_09
Patent number
US09447095B2

Reaction notes

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