Category: 851984-15-1

Application of 851984-15-1 , The common heterocyclic compound, 851984-15-1, name is 6-Chloro-5-fluoropyrimidin-4-amine, molecular formula is C4H3ClFN3, 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 solution the Boc protected amine 31.15 (1 eq) was in 1 ,4-dioxane (50 eq) was added HC1 (4 N in 1 ,4 dioxane 15 eq) and the solution was heated to 60 oC for 60 min. The solvent was removed in vacuo and the crude amine (1.0 eq) was dissolved in 1 -butanol (100 eq) and treated with 6-chloro-5-fluoropyrimidin-4- amine (1.5 eq) and DIPEA (10.0 eq). The reaction solution was stirred at 1 10 C for 16 h, cooled to rt and diluted with EtOAc (20 mL), washed with H20 (10 mL), saturated brine (10 mL), dried ( a2S04), filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (Petroleum ether/EtOAc 1/1) to give the desired product compound 279 as light yellow solid (63% yield).1.. NMR (400 MHz, CDC13) delta 7.93 (br. s., 1H), 6.44 (br. s., 1H), 6.39 (br. s., 1H), 6.23 (br. s., 1H), 4.71 (m, 1H), 4.01 (m, 1H), 3.82 (m, 1H), 3.40 (br. s., 1H), 3.17 – 3.23 (m, 1), 2.47 (br. s., 1H), 2.35 (s, 2H), 2.35 (m, 1H), 2.03 (br. s., 2H), 1.60 (br. s., 1H). EIMS (m/z): calcd. for C2oH22ClF3 60 (M+) 454.8, found 454.8.

The synthetic route of 851984-15-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN IDEC MA INC.; ERLANSON, Daniel, A.; MARCOTTE, Doug; KUMARAVEL, Gnanasambandam; FAN, Junfa; WANG, Deping; CUERVO, Julio, H.; SILVIAN, Laura; POWELL, Noel; BUI, Minna; HOPKINS, Brian, T.; TAVERAS, Art; GUAN, Bing; CONLON, Patrick; ZHONG, Min; JENKINS, Tracy, J.; SCOTT, Daniel; SUNESIS PHARMACEUTICALS, INC.; LUGOVSKOY, Alexey, A.; WO2011/29046; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 851984-15-1, 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.851984-15-1, name is 6-Chloro-5-fluoropyrimidin-4-amine, molecular formula is C4H3ClFN3, molecular weight is 147.54, as common compound, the synthetic route is as follows.

To a solution of trans-3 -((3 -chloro-S-(trifluoromethyl)phenyl)amino) -2-oxo- [1,3 ?-bipiperidine] -4?-carboxamide 13 (42 mg, 0.10 mmol, 1.0 equiv) in 1-butanol (2 mL), 6-chloro-S-fluoropyrimidin-4-amine (18 mg, 0.12 mmol, 1.2 equiv) was added DIPEA (26 mg, 0.20 mmol, 2.0 equiv). The reaction solution was stirred at 120 C for 16 h. The mixture was diluted with EtOAc (20 mL), washed with H20 (10 mL) and brine (10 mL), dried (Na2504), filtered, and concentrated in vacuo. The crude was by purified by pre-HPLC (MeOHIH2O with 0.05% TFA as mobile phase) to give the compound (trans)- 1 ?-(6-amino-S -fluoropyrimidin-4-yl)-3 -((3 -chloro-S – (trifluoromethyl)phenyl)amino)-2-oxo-[ 1,3 ?-bipiperidine] -4?-carboxamide 14 (44 mg, yield:83%) as a yellow solid. ESI-MS (M+H) : 530.0. HPLC: (214 nm: 100%, 254 nm: 100%). ?H NMR (400 MHz, CD3OD) 5: 7.97 (s, 1H), 6.84 (s, 1H), 6.81 (s, 1H), 6.76 (s, 1H), 4.58-4.52 (m, 2H), 4.09-4.03 (m, 1H), 3.52-3.35 (m, 3H), 3.29-3.27 (m, 4H), 3.12-3.05 (m, 1H), 2.24-2.17 (m,1H), 2.02-1.91 (m, 3H), 1.80-1.63 (m, 2H).

Statistics shows that 851984-15-1 is playing an increasingly important role. we look forward to future research findings about 6-Chloro-5-fluoropyrimidin-4-amine.

Reference:
Patent; BIOGEN MA INC.; SUNESIS PHARMACEUTICALS, INC.; MACPHEE, J. Michael; NEUMAN, Linda L.; (89 pag.)WO2018/17153; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 851984-15-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 851984-15-1, name is 6-Chloro-5-fluoropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (3S,4S)-3-aminopiperidin-4-ol 6 (9.4 g, 81.0 mmol, 1.0 equiv) in n-BuOH (100 ml) was added 6-chloro-5-fluoro-pyrimidin-4-ylamine (11.3 g, 76.9 mmol, 0.95 equiv) and the mixture was heated to 120 C overnight. The solid crystallized upon cooling to 20 C. After stirred for 2 h, the mixture was filtered and the solids were washed with MTBE (100 ml), dry under vacuum at 50 C (-0.08 Mpa) for -4-5 hours to afford 17 as a gray solid (17 g, 79.8%). 1H NMR (DMSO-d6, 400 MHz) delta: 1.40-1.45 (m, 1H), 1.93 (m, 1H), 2.60-2.69 (m, 2H), 2.90 (t, J = 12.0 Hz, 1H), 3.41-3.47 (m, 1H), 3.93-4.01 (m, 2H), 7.59 (s, 1H). MS: 227; MS Found: 228 ([M+1]+

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 851984-15-1, 6-Chloro-5-fluoropyrimidin-4-amine.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; CAI, Xiongwei; CHAN, Timothy R.; CONLON, Patrick; HUMORA, Michael; JENKINS, Tracy J.; MACPHEE, J. Michael; SHI, Xianglin; MILLER, Ross A.; THOMPSON, Andrew; WO2013/185082; (2013); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia