N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-2-chloro-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine → N-Methyl-N-[(3R,4R)-4-methylpiperidin-3-yl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Temperature

72.5 °C

To a clean, dry, nitrogen-purged 500 ml hydrogenation reactor were charged 20 wt % Pd(OH)2/C (palladium hydroxide on carbon) (5.0 g, 50% water wet), water (200 ml), and N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-2-chloro-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (50.0 g, 0.135 mol). The reactor was purged three times at 50 psi with nitrogen and three times at 50 psi with hydrogen. Once purging was complete, the reactor was heated to 70-75° C. and pressurized to 50 psi with hydrogen through a continuous feed. The hydrogen uptake was monitored until no hydrogen was consumed for a minimum of 1 hour. The reactor was cooled to 20-30° C. and purged three times at 50 psi with nitrogen. The reaction mixture was filtered through water-wet Celite and transferred to a clean, dry, nitrogen-purged 500 ml reactor for subsequent processing.

1. customTo a clean, dry
2. customnitrogen-purged 500 ml hydrogenation reactor
3. customThe reactor was purged three times at 50 psi with nitrogen and three times at 50 psi with hydrogen
4. customOnce purging
5. customwas consumed for a minimum of 1 hour
6. temperatureThe reactor was cooled to 20-30° C.
7. custompurged three times at 50 psi with nitrogen
8. filtrationThe reaction mixture was filtered through water-wet Celite
9. customdry
10. customnitrogen-purged 500 ml reactor for subsequent processing

ORD record

ord-867b74a3577e49f6af7ed74c5519e994

Source dataset

uspto-grants-2012_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08232394B2