Hydrochloric Acid → (3-Bromopyridin-2-yl)methanamine

3-Bromo-pyridin-2-nitrile (14.3 g, 78.0 mmol) was dissolved in 200 mL of dry THF. While stirring the solution, 100 mL of BH3-THF complex (1M) (5 eq) was added drop-wise. The mixture was then stirred overnight and 250 mL 4N HCl were added and the solution was refluxed for additionally 30 min. After that a 2M aqueous solution of NaOH (pH-value=8.0). The mixture was saturated by addition of NaCl. The organic layer was separated and the aqueous solution was again extracted three times by means of 100 mL THF. The organic layers were combined and dried over Na2SO4. After that the solvent was removed and the remaining oil was used without further purification.

1. additionwas added drop-wise
2. stirringThe mixture was then stirred overnight
3. temperaturethe solution was refluxed for additionally 30 min
4. customThe organic layer was separated
5. extractionthe aqueous solution was again extracted three times by means of 100 mL THF
6. dry with materialdried over Na2SO4
7. customAfter that the solvent was removed
8. customthe remaining oil was used without further purification

ORD record

ord-e722bfb383644a139d6d9878c3d942ce

Source dataset

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07803810B2