Adding a certain compound to certain chemical reactions, such as: 145255-19-2, 5-Aminopyridine-2-carboxamide, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Application In Synthesis of 5-Aminopyridine-2-carboxamide, blongs to pyridine-derivatives compound. Application In Synthesis of 5-Aminopyridine-2-carboxamide
EXAMPLE 238: 4-[4-(6-CarbamoyIpyridin-3-ylamino)-7No.-pyrrolo[2,3-rf]pyriraidin-6-yl]-3,6-dihydro-2JHr-pyridme-l-carboxylic acid tert-butyl ester; .NH2^»[673] Into the DMF (ImL) solution of 4-(4-chloro-7No.-pyrrolo[2,3-J]pyrimidin-6-yl)-3,6-dihydro-2/ir-pyridine-l-carboxylic acid tert-butyl ester (122mg, 0.363mmol) wasadded t-BuOK (1M in ^-BuOH, 0.726mL, 0.726mmol) dropwise at RT under N2 over 5min.The mixture was then put in an ice/water bath and stirred for lOmin. After that time, theDMF (ImL) solution of 5-aminopyridine-2-carboxylic acid amide (99.5mg, 0.726mmol) wasadded into the above mixture dropwise. The reaction mixture was warmed to RT.Pd2(dba)3-CHCl3 (9.4mg, 2.5%eq.) and^(+)-BINAP (22.6mg, O.leq.) were added, and themixture was heated at 100C for 24h. The mixture was filtered and the filtrate wasconcentrated in vacua. The crude was submitted to MS directed purification. A brown oilwas obtained that was purified further by HPLC to obtain the title compound as an off-whitesolid. ‘H NMR (DMSO-dft 400 MHz): 5 = 1.50 (s, 9 H), 2.50 (m, 2 H), 3.64 (t, 2 H, J= 5.6Hz), 4.12 (bra, 2 H), 6.50 (bra, 1 H), 6.88 (s, 1 H), 7.53 (d, 1 H, J= 4.2 Hz), 8.04 – 8.05 (m, 1H), 8.08 (d, 1 H, J= 8.8 Hz), 8.44 (s, 1 H), 8.68 (dd, 1 H, /= 2.4 & 8.4 Hz), 9.12 (d, 1 H, J=2.4 Hz), 9.91 (s, 1 H), 12.18 (s, 1 H). MS (ES+): m/z 436.10 (100) [MET]. HPLC: fe = 2.75min (ZQ2000, polar_5 min).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,145255-19-2, 5-Aminopyridine-2-carboxamide, and friends who are interested can also refer to it.
Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2006/17443; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem