Methylamine → 1-(5-Bromopyrimidin-2-yl)methanamine

Temperature

115 °C

Methylamine (2.0 M in methanol, 40 mL, 80 mmol) was added to 5-bromo-2-chloropyrimidine (5.6 g, 29.0 mmol) in a sealable reaction vessel. After allowing to vent for a few minutes, the vessel was sealed, placed behind a safety shield and heated in a 115° C. oil bath for 48 hours. Upon cooling the volatiles were removed in vacuo. The material was dissolved in CH2Cl2 (200 mL) and washed with 1M NaOH (40 mL). The aqueous layer was extracted further with CH2Cl2 (2×50 mL). The combined organics were dried over MgSO4, filtered and concentrated yielding an off white solid (5.1 g, 93%). LCMS (m/z): 188.0/190.0 (MH+).

1. waitto vent for a few minutes
2. customthe vessel was sealed
3. temperatureUpon cooling the volatiles
4. customwere removed in vacuo
5. dissolutionThe material was dissolved in CH2Cl2 (200 mL)
6. washwashed with 1M NaOH (40 mL)
7. extractionThe aqueous layer was extracted further with CH2Cl2 (2×50 mL)
8. dry with materialThe combined organics were dried over MgSO4
9. filtrationfiltered
10. concentrationconcentrated

ORD record

ord-27a1c1c470194f658ab72745ce982b7a

Source dataset

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08563549B2