Sodium Hydroxide → 1-Butanol, 2-(4-pyrimidinylamino)-

HRID 501006Notes

Reaction equation

HRID 501006 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][CH:9]([CH2:12][CH3:13])[CH2:10][OH:11])[CH:3]=1.[OH-].[Na+]>C(O)C.[Pd]>[N:7]1[CH:2]=[CH:3][C:4]([NH:8][CH:9]([CH2:12][CH3:13])[CH2:10][OH:11])=[N:5][CH:6]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22024413HCID 22024413, compound

Product 1

HCID 220243971-Butanol, 2-(4-pyrimidinylamino)-

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 702EthanolSolvent

Procedure

2-[(6-Chloro-4-pyrimidinyl)amino]-1-butanol was dissolved in ethanol (110 mL), which was sequentially added with a 5N aqueous sodium hydroxide solution (5.5 mL) and Pd—C (hydrous product; 0.55 g), and hydrogenation was performed under hydrogen atmosphere at a normal temperature and a normal pressure. After completion of the reaction, Pd—C was filtered off, and the solvent was evaporated. The resulting residue was extracted with dichloromethane-methanol, and the solvent was removed to give the title compound (4.3 g) as white crystals.

Workup

  1. filtrationwas filtered off
  2. customthe solvent was evaporated
  3. extractionThe resulting residue was extracted with dichloromethane-methanol
  4. customthe solvent was removed

Sources & evidence

ORD record
ord-87ef1290369a4470ab9878b601aa1d0b
Source dataset
uspto-grants-2010_08
Patent number
US07772249B2

Reaction notes

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