Related Products of 876343-10-1 , The common heterocyclic compound, 876343-10-1, name is 4-Chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H3ClIN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
te^-ButyI4-(4-chloro-7Jy-pyrrolo[2,3-«qpyrimidm-6-yl)-3,6-dihydropyridine-l(2fl)-carboxylate (compound of Formula VIII-Boc).; IXMKCn[228] To a suspension of 4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine (5.0g,O.OlSmol) in 1,4-dioxane (120mL) and water (30mL) were added 4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-l-carboxylic acid tert-butyl ester (5.97g,0.0193mol), potassium carbonate (4.9g, 0.036mol) and PdCl2(dppf)-CH2Cl2 (0.73g,0.89mmol). The flask was evacuated and refilled with N2 (3x). The mixture was heated at100C overnight. LC-MS showed the reaction was complete. The mixture was diluted withethyl acetate (200mL), then washed with brine (2x50mL), and dried over anhydrous sodiumsulfate. The filtrate was concentrated under reduced pressure to wlOOmL, the resulting whiteprecipitate was collected by filtration to give the first batch of the title compound. The filtratewas concentrated and the residue was purified by chromatography on silica gel, eluting withHex:EtOAc = 70:30 -> 50:50 to give a white solid (containing pinacol), which was furthercrystallized with EtOAc/hexanes to give the second batch of the title compound as a whitesolid. LC-MS (ES, Pos.): 335/337 (3/1) [MH+]. ‘H NMR (CDC13,400 MHz): 5 = 1.51 (s,9H), 2.61 (m, 2H), 3.70 (m, 2H), 4.20 (m, 2H), 6.27 (s, 1H), 6.55 (s, 1H), 8.61 (s, 1H), 10.3(brs, 1H).
The synthetic route of 876343-10-1 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2006/17443; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia