Diisopropylamine → 1-(6-Bromopyridin-2-yl)-2-methylpropan-2-ol

In a nitrogen atmosphere, 400 mL of tetrahydrofuran containing 31 mL of diisopropylamine was cooled in a dry ice/acetone bath, and 82.7 mL of 2.66 M n-butyllithium/hexane solution was added thereto, and 50 mL of tetrahydrofuran containing 34.4 g of 6-bromopicoline was dropwise added thereto at −70° C. or lower. After the addition, 29.4 mL of acetone was added thereto at −60° C. or lower. After stirred for 35 minutes, water was added to the reaction liquid, and the organic solvent was concentrated under reduced pressure. This was extracted with diethyl ether, washed with saturated saline water, and dried with anhydrous magnesium sulfate. After concentrated under reduced pressure, the residue was purified through distillation to obtain 27.60 g of the entitled compound as a colorless oily substance.

1. customat −70° C.
2. additionwas added
3. customat −60° C.
4. concentrationthe organic solvent was concentrated under reduced pressure
5. extractionThis was extracted with diethyl ether
6. washwashed with saturated saline water
7. dry with materialdried with anhydrous magnesium sulfate
8. concentrationAfter concentrated under reduced pressure
9. distillationthe residue was purified through distillation

ORD record

ord-b5d6b2c5f4264fda8ce78505fede5826

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08791125B2