6-broMopyriMidin-4-aMine

A mixture of (1.01 g, 5.80 mmol)And an aqueous ammonia solution (25 mL) was placed in a sealed tube.The mixture was stirred at 125 C overnight.Then cool to room temperature, It was concentrated under reduced pressure.The residue obtained was purified by silica gel column chromatography (MeOH/DCM (v/v)=1/15).The title compound was obtained as a yellow solid (0.46 g, yield 72%).A mixture of 1-20 (1.10 g, 1.12 mmol), R-ll (195 mg, 1.12 mmol), palladium acetate (76 mg, 0.34 mmol), tricyclohexylphosphine (189 mg, 0.67 mmol), and potassium carbonate (465 mg, 3.36 mmol) in DME (12 mL) and water (3 mL) is heated at 100C for 4 h then cooled to ambient temperature and concentrated in vacuo. The residue is portioned between EtOAc and water, washed with brine, dried over sodium sulfate, filtered and concentrated. The residue is purified by flash chromatography (S1O2, 0-8% MeOH in CH2CI2) to give a residue that is dissolved in TFA (4 mL) and stirred for 3 h. The mixture is concentrated, dissolved in CH2CI2, washed with 1M aqueous NaOH then organics are separated, collected, and concentrated in vacuo to afford 1-21 (400 mg, 81%) m/z 440.2 [M+H]. The following intermediates were made in similar fashion from the corresponding intermediates:To a solution of

Molecular Weight:174.00
XLogP3:0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:172.95886
Monoisotopic Mass:172.95886
Topological Polar Surface Area:51.8
Heavy Atom Count:8
Complexity:77.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes