Reference of 1007-11-0 , The common heterocyclic compound, 1007-11-0, name is 6-Chloro-N4,N4-dimethylpyrimidine-2,4-diamine, molecular formula is C6H9ClN4, 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.
To a mixture of theta-chloro-LambdaLambdaLambda^-dimethyl^^-pyrimidinediamine (500 mg, 2.90 mmol), 2- acetyl-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 ,2-dihydroindazolo[4,3- 6c][1 ,5]benzoxazepine (1.47 g, 3.77 mmol), tricyclohexylphosphine (20 mg, 0.07 mmol), and K2CO3 (1.22 g, 8.7 mmol) in 1 ,4-dioxane (4 ml.) and water (6 ml.) was added Pd2(dba)3 (26 mg, 0.03 mmol) under nitrogen, and the reaction mixture was heated for 40 minutes at 140 0C in a microwave reactor. The mixture was cooled to room temperature and filtered, and the resulting solid was washed with EtOAc and purified by reverse phase HPLC (gradient: 20% CH3CN/H2O to 95% CH3CN/H2O w/0.04% NH4OH) to afford the title compound (96 mg, 9%) as a pale yellow solid. LC-MS (ES) m/z = 360 [M+H]+. 1H NMR (400 MHz, DMSO-d6): delta 3.1 1 (s, 6H), 6.12 (s, 2H), 6.55 (s, 1 H), 6.89 – 6.92 (m, 1 H), 7.06 – 7.10 (m, 1 H), 7.30 – 7.33 (m, 2H), 7.48 (s, 1 H), 7.87 (s, 1 H), 9.54 (s, 1 H).
The synthetic route of 1007-11-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; BRADY, Gerald, Patrick, Jr.; GALLAGHER, Timothy, Francis; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; WO2010/120854; (2010); A1;,
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