Ammonium Chloride → {3-[5-(2-Morpholin-4-ylethoxy)pyrimidin-2-yl]phenyl}methanol

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Reaction Steps

138 ml of a 1 M solution of diisobutylaluminium hydride in THF are added dropwise with stirring to a solution, kept under nitrogen, of 9.5 g (27.5 mmol) of methyl 3-[5-(2-morpholin-4-ylethoxy)pyrimidin-2-yl]benzoate in 180 ml of THF. After the mixture has been stirred at room temperature for 1 hour, 100 ml of a saturated aqueous ammonium chloride solution are added dropwise. The precipitate formed is filtered off with suction and washed a number of times with dichloromethane. The filtrate is dried over sodium sulfate and evaporated. The residue is recrystallised from a mixture of isopropanol/ether: {3-[5-(2-morpholin-4-ylethoxy)pyrimidin-2-yl]phenyl}-methanol as yellow crystals; m.p. 101-102°; ESI 316 (M+H); HPLC: Rt.=1.67 min (method A).

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