Sodium Hydroxide → HCID 22024679, compound

HRID 501007Notes

Reaction equation

HRID 501007 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([NH:7][CH:8]([CH2:11][CH3:12])[CH2:9][OH:10])=[N:3][CH:2]=1.[Br:13]Br.[OH-].[Na+]>C(O)(=O)C>[Br:13][C:5]1[C:4]([NH:7][CH:8]([CH2:11][CH3:12])[CH2:9][OH:10])=[N:3][CH:2]=[N:1][CH:6]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24408BromineHCID 220243971-Butanol, 2-(4-pyrimidinylamino)-

Product 1

HCID 22024679HCID 22024679, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2-(4-Pyrimidinylamino)-1-butanol (4.2 g) was dissolved in acetic acid (42 mL), and bromine (1.5 mL) was added dropwise at a normal temperature. After stirred for 1 day at the same temperature, the solution was neutralized with a 5N aqueous sodium hydroxide solution and extracted with ethyl acetate, and the solvent was evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1.1) to give the title compound (4.4 g) as white crystals.

Workup

  1. extractionextracted with ethyl acetate
  2. customthe solvent was evaporated
  3. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1.1)

Sources & evidence

ORD record
ord-ce9896d298fa4e62bba5fbfba8c67826
Source dataset
uspto-grants-2010_08
Patent number
US07772249B2

Reaction notes

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