Related Products of 14631-08-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.14631-08-4, name is 2-Chloropyrimidine-4,5-diamine, molecular formula is C4H5ClN4, molecular weight is 144.5623, as common compound, the synthetic route is as follows.
EXAMPLE 8; 5-F4-(2-Bromo-5-fluorophenoxy)piperidin-l-yll-3H-[l,2,31triazolo[4,5-1- pyrimidine; Step 1 : 2-[4-(2-Bromo-5-fluorophenoxy)piperidin-l-yl]pyriniidine-4,5-diamine; A mixture of 2-chloropyrimidine-4,5-diamine (3 g, 20.75 mmol), 4-(2- bromophenoxy)piperidine (6.83 g, 24.90 mmol) and lambdazetaiV-diisopropylethylamine (7.25 ml, 41.5 mmol) in 2-methoxyethanol (33.2 mL) and water (8.30 mL) was heated at 130 0C for 6 days. The solvent was evaporated, the residue diluted with water (25 mL) and extracted three times with EtOAc (25 mL). The combined organic fractions were dried over Na2SO4 and the solvent evaporated. Purification by Combiflash (SiO2-120g, gradient elution of 5% MeOH/EtOAc over25 min) afforded the title product as a solid. lH NMR (500 MHz, acetone-d6): delta 7.57 (dd, 1 H), 7.53 (s, 1 H), 7.04 (dd, 1 H), 6.70 (td, 1 H),5.55 (s, 2 H), 4.78-4.73 (m, 1 H), 4.05-3.97 (m, 2 H), 3.58-3.51 (m, 2 H), 3.42 (s, 2 H), 2.00- 1.92 (m, 2 H), 1.74-1.66 (m, 2 H). MS (+ESI) m/z 382, 384 (MH+).; EXAMPLE 12; 2-[4-(2-Bromo-5-fluorophenoxy)piperidin-l-yl]-9 H -purine-8-thiol; Step 1 : 2-r4-(2-Bromo-5-fluorophenoxy)piperidin-l-yllpyrimidine-415-diamine; A mixture of 2-chloropyrimidine-4,5-diamine (3 g, 20.75 mmol), 4-(2- bromophenoxy)piperidine (6.83 g, 24.90 mmol) and lambdazeta ./V-diisopropylethylamine (Hunig's base) (7.25 mL, 41.5 mmol) in 2-methoxyethanol (33.2 mL) and water (8.30 mL) was heated at 130 0C for 6 days. The solvent was evaporated, the residue diluted with water (25 mL) and extracted three times with EtOAc (25 mL). The combined organic fractions were dried over Na2SO4 and the solvent evaporated. Purification by Combiflash (Sitheta2-120g, gradient elution of 5% MeOH/EtOAc over 25 min) afforded the title product as a solid.
The chemical industry reduces the impact on the environment during synthesis 14631-08-4, I believe this compound will play a more active role in future production and life.
Reference:
Patent; MERCK FROSST CANADA LTD.; WO2008/17161; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia