Related Products of 136927-64-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 136927-64-5, name is 1-Chloropyrrolo[1,2-a]pyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.
Compound C18 (135 mg, 0.630 mmol), 1-chloropyrrolo[1,2-a]pyrazine (120 mg,0.760 mmol), cesium carbonate (308 mg, 0.945 mmol), palladium(ll) acetate (28 mg,0.13 mmol), and di-teit-butyl[3,4, 5,6-tetramethyl-2? 4? 6-tn (propan-2-yl)biphenyl-2- yl]phosphane (120 mg, 0.250 mmol) were combined in 1,4-dioxane (5 mL), and the reaction mixture was heated to 120 00. After 3 hours, it was cooled to room temperature and subjected to silica gel chromatography (Eluent: 4% methanol in ethylacetate) to provide the racemic product, which was subsequently separated into its component atropenantiomers via supercritical fluid chromatography (Column: Chiralpak AD-H, 5 pm; Eluent: 3:7 methanol I carbon dioxide). The first-eluting atropenantiomer was designated as 12, and exhibited a negative (-) rotation. Yield: 34.9 mg, 0.110 mmol, 17%. LCMS m/z331.1 [M+H]. 1H NMR (400 MHz, CDCI3)o 9.01 (brs, 1H), 7.62(dd, J=4.9, 0.8 Hz, 1H), 7.47 (dd, J=2.4, 1.4 Hz, 1H), 7.30 (d, J=2.2 Hz, 1H), 7.27-7.24 (m, 1H), 7.09 (d, J=4.9 Hz, 1H), 7.05 (d, J=6.3 Hz, 1H), 6.99-6.97 (m, 1H), 6.86 (dd, J=4.1, 2.7 Hz, 1H), 2.46 (5, 3H), 2.11 (5, 3H), 2.02 (5, 3H). The second-eluting atropenantiomer was designated as 13, and was found to have a positive (+) rotation. Yield: 30mg, 88 pmol, 14%. LCMS m/z331.1 [M+H]. 1H NMR (400 MHz, CDCI3) oe9.02 (brs, 1H), 7.63 (dd, J=4.7, 0.8 Hz, 1H), 7.46 (dd, J=2.5, 1.4 Hz, 1H), 7.30 (d, J=2.3 Hz, 1H), 7.27-7.25 (m, 1H), 7.10 (d, J=4.9 Hz, 1H), 7.05 (d, J=8.2 Hz, 1H), 6.89 (dt, J=4.1, 1.2 Hz, 1H), 6.86 (dd, J=4.1, 3.5 Hz, 1H), 2.47 (5, 3H), 2.11 (5, 3H), 2.01 (5, 3H).
The synthetic route of 1-Chloropyrrolo[1,2-a]pyrazine has been constantly updated, and we look forward to future research findings.
Reference:
Patent; PFIZER INC.; GRAY, David Lawrence Firman; DAVOREN, Jennifer Elizabeth; DOUNAY, Amy Beth; EFREMOV, Ivan Viktorovich; MENTE, Scot Richard; SUBRAMANYAM, Chakrapani; WO2015/166370; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem