1201935-36-5, 1-(1-Methylpiperidin-4-yl)-1H-pyrazol-4-amine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
[0483j To a solution of N-(2-(2-chloropyrimidin-4-yl)-6,7,8 ,9-tetrahydro-5H- benzo [7] annulen-5 -yl)-3 -isopropoxyazetidine- 1 -carboxamide (130 mg, 0.32 mmol) in 1,4- dioxane (5 mL) were added 1-ethyl-1H-pyrazol-4-amine (36 mg, 0.32 mmol), Pd2(dba)3 (29 mg, 0.032 mmol), S-Phos (26 mg, 0.064 mmol) and Cs2CO3 (312 mg, 0.96 mmol). The mixture was stirred at 100 C for 2 h. After diluted with water (50 mL), the mixture was extracted with EtOAc (60 mL x 2). The combined organic layers were dried (Na2SO4), filtered and concentrated. The crude product was purified by prep-HPLC (CH3CN/H20 with 0.05% NH4OH as mobile phase) to give N-(2-(2-(( 1-ethyl-i H-pyrazol-4-yl)amino)pyrimidin-4-yl)-6,7,8 ,9-tetrahydro-5H- benzo[7]annulen-5-yl)-3-isopropoxyazetidine-1-carboxamide as a yellow solid (129 mg, yield:73%). [0499j Synthesis of 3 -(tert-butoxy)-N-(2-(2-(( 1 -(1 -methylpiperidin-4-yl)- 1H-pyrazol-4- yl)amino)pyrimidin-4-yl)-6,7, 8 ,9-tetrahydro-5H-benzo [7] annulen-5 -yl)azetidine- 1 -carboxamide was similar to that of Example 161. The residue was purified by prep-TLC (DCM/MeOH=10/1) to give 3-Qert-butoxy)-N-(2-(2-((1 -(1 -methylpiperidin-4-yl)- 1H-pyrazol-4-yl)amino)pyrimidin- 4-yl)-6,7, 8 ,9-tetrahydro-5H-benzo [7]annulen-5 -yl)azetidine- 1 -carboxamide (33 mg, yield: 41%) as a yellow solid. ESI-MS (M+H) : 573.3. ?H NMR (400 MHz, CD3OD) 5: 8.26 (d, J = 5.2 Hz, 1H), 7.97 (s, 1H), 7.53 (d, J = 7.6 Hz, 1H), 7.77 (s, 1H), 7.57 (s, 1H), 7.26 (d, J = 8.0 Hz, 1H),7.07 (d, J = 5.2 Hz, 1H), 4.94 (d, J = 10.0 Hz, 1H), 4.52-4.46 (m, 1H), 4.15-4.00 (m, 3H), 3.77-3.69 (m, 2H), 2.94-2.79 (m, 4H), 2.23 (s, 3H), 2.17-2.11 (m, 2H), 2.06-1.85 (m, 7H), 1.82-1.72 (m, 1H), 1.61-1.52(m, 1H), 1.30-1.24(m, 1H), 1.11 (s,9H).
1201935-36-5, The synthetic route of 1201935-36-5 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem