5-BROMO-2-PYRAZOL-1-YL-PYRIMIDINE

General procedure: The 2-substituted 5-halopyridine or 5-halopyrimidine substrate (0.5 mmol), an N-heterocyclic amine (1.0 mmol), Cu(NO3)2 (0.1 mmol) and Cs2CO3 (1.0 mmol) were added to a 25-mL Schlenk tube, followed by addition of DMF (2 mL). This mixture was stirred at 130 °C or 140 °C (see schemes and tables) under air atmosphere for 24 h. Then, the reaction mixture was added to brine (15 mL) and this mixture was extracted with CH2Cl2 (3 × 15 mL). The combined extracts were concentrated under reduced pressure and the product was isolated by flash chromatography on a silica gel (200–300 mesh) column.General procedure: The 2-substituted 5-halopyridine or 5-halopyrimidine substrate (0.5 mmol), an N-heterocyclic amine (1.0 mmol), Cu(NO3)2 (0.1 mmol) and Cs2CO3 (1.0 mmol) were added to a 25-mL Schlenk tube, followed by addition of DMF (2 mL). This mixture was stirred at 130 °C or 140 °C (see schemes and tables) under air atmosphere for 24 h. Then, the reaction mixture was added to brine (15 mL) and this mixture was extracted with CH2Cl2 (3 × 15 mL). The combined extracts were concentrated under reduced pressure and the product was isolated by flash chromatography on a silica gel (200–300 mesh) column.General procedure: The 2-substituted 5-halopyridine or 5-halopyrimidine substrate (0.5 mmol), an N-heterocyclic amine (1.0 mmol), Cu(NO3)2 (0.1 mmol) and Cs2CO3 (1.0 mmol) were added to a 25-mL Schlenk tube, followed by addition of DMF (2 mL). This mixture was stirred at 130 °C or 140 °C (see schemes and tables) under air atmosphere for 24 h. Then, the reaction mixture was added to brine (15 mL) and this mixture was extracted with CH2Cl2 (3 × 15 mL). The combined extracts were concentrated under reduced pressure and the product was isolated by flash chromatography on a silica gel (200–300 mesh) column.General procedure: The 2-substituted 5-halopyridine or 5-halopyrimidine substrate (0.5 mmol), an N-heterocyclic amine (1.0 mmol), Cu(NO3)2 (0.1 mmol) and Cs2CO3 (1.0 mmol) were added to a 25-mL Schlenk tube, followed by addition of DMF (2 mL). This mixture was stirred at 130 °C or 140 °C (see schemes and tables) under air atmosphere for 24 h. Then, the reaction mixture was added to brine (15 mL) and this mixture was extracted with CH2Cl2 (3 × 15 mL). The combined extracts were concentrated under reduced pressure and the product was isolated by flash chromatography on a silica gel (200–300 mesh) column.1st Step

Molecular Weight:225.05
XLogP3:1.2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:223.96976
Monoisotopic Mass:223.96976
Topological Polar Surface Area:43.6
Heavy Atom Count:12
Complexity:146
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes