Aluminium lithium hydride → (2-(2-Morpholinoethylamino)-3-fluorophenyl)methanol

Participants

Reaction Conditions

Reaction Steps

Methyl 2-(2-morpholinoethylamino)-3-fluorobenzoate (943 mg, 3.340 mmol) was dissolved in Et2O (˜40 mL) and cooled to 0° C. The mixture was treated with LAH (203 mg, 5.35 mmol) and stirred at 0° C. The reaction was quenched with NaF (5 g) and water (5 mL), then decanted, dried over Na2SO4, and solvent was removed under vacuum. The mixture was diluted with CH2Cl2 and EtOAc, dried over MgSO4, filtered and the solvent was evaporated. The crude product was purified on an ISCO system with EtOAc/Hex (20-80% over 20 column volumes on 12 g redisep column) to give (2-(2-morpholinoethylamino)-3-fluorophenyl)methanol (661 mg, 2.599 mmol) as a colorless oil.

Provenance & Evidence