A common compound: 7752-82-1, name is 5-Bromopyrimidin-2-amine,molecular formula is C4H4BrN3, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 7752-82-1
Conditions B (procedure using an in situ prepared boronic or boronate partner, see example 9) The halogenated substrate (1 eq), bis(pinacolato)diboron (1-2 eq), a suitable base (usually potassium acetate (1-6 eq), a suitable palladium catalyst with its ligands (usually Pd(dppf)Cl2.DCM 1-30 mol%) are stirred in a degassed solvent (usually dimethylformamide) at 60-120C for 1-16h under argon. After cooling down to room temperature, the halogenated tricyclic template (3-(7-bromo-imidazo[1,2-a]quinoxalin-4-ylamino)-propan-1-ol or 3-(7-iodo-imidazo[1,2-a]quinoxalin-4-ylamino)-propan-1-ol) (0.5 eq) is added with base (usually an aqueous solution of sodium or potassium carbonate, 1-6 eq) and a suitable palladium catalyst (usually Pd(PPh3)4 1-30 mol%). The resulting mixture is stirred under argon at 60-120C for 2 to 48h. Concentration, partition (water / ethyl acetate), extraction of the aqueous phase (ethyl acetate), reunion of the organic phases, drying over sodium or magnesium sulfate and purification by flash chromatography or prep TLC over silicagel using a suitable eluent (usually a mixture dichloromethane / methanol or cyclohexane / ethyl acetate or dichloromethane / ethyl acetate or dichloromethane / methanol / ammonia) affords the desired compound. The following examples were prepared according to these procedures. The following table provides a summary of the operating conditions. Example 20: 3-{[1-(2-aminopyrimidin-5-yl)-7-(trifluoromethyl)imidazo[1,2-a]quinoxalin-4-yl]amino}propan-1-ol [Show Image] Prepared as mentioned beforehand 1H NMR (DMSO-d6), delta (ppm): 8.45 (s, 2H), 8.05 (t, J = 5.7 Hz, 1 H), 7.82 (s, 1 H), 7.66 (d, J = 8.6 Hz, 1 H), 7.58 (s, 1 H), 7.45 (d, J = 8.6 Hz, 1H), 7.15 (s, 2H), 4.62 (t, J = 5.1 Hz, 1 H), 3.65 (q, J = 6.3 Hz, 2H), 3.54 (q, J = 6.0 Hz, 2H), 1.84 (qt, J = 6.6 Hz, 2H) ESI-MS m/z 404 (M+H)+
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Reference:
Patent; Mutabilis SA; EP1972629; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia