Statistics shows that 1004-17-7 is playing an increasingly important role. we look forward to future research findings about 2-Methylpyrimidine-4-carbaldehyde.
1004-17-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1004-17-7, name is 2-Methylpyrimidine-4-carbaldehyde, the common compound, a new synthetic route is introduced below.
99. (+)-2- 3,4-trans)-4-methyl-l-q2-methylpyrimidin-4- yl)methyl)pyrrolidin-3-yl)-7-ftetrahvdro-2H-pyran-4-yl)imidazo[5,l- f] ri,2,41triazin-4(3H)-one [1058] To a stirred solution of (-)-2-((3,4-trans)-4-methylpyrrolidin-3-yl)-7- (tetrahydro-2H-pyran-4-yl)imidazo[5,l- J[l,2,4]triazin-4(3H)-one (150 mg, 0.49 mmol) in MeOH (10 mL) was added 2-methylpyrimidine-4-carbaldehyde (66 mg, 0.54 mmol) at RT under argon atmosphere. After being stirred for 2 h, NaCNBH3 (92 mg, 1.47 mmol) was added to the reaction mixture and stirring was continued for another 16 h at RT. The volatiles were evaporated under reduced pressure. The residue was diluted with ice-cold water (15 mL) and extracted with DCM (2 x 20 mL). Combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude product. The crude material was purified by silica gel column chromatography and then further purified by preparative HPLC to afford (+)-2-((3 ,4-trans)-4-methyl- 1 -((2-methylpyrimidin-4-yl)methyl)pyrrolidin-3 – yl)-7-(tetrahydro-2H-pyran-4-yl)imidazo[5,l- J[l,2,4]triazin-4(3H)-one (50 mg, 25%) as an off-white solid; 1H-NMR (DMSO d6, 400 MHz): delta 11.72 (bs, 1H), 8.64 (d, 1H), 7.67 (s, 1H), 7.32 (d, 1H), 3.97-3.93 (m, 2H), 3.84-3.68 (m, 2H), 3.52-3.47 (m, 2H), 3.41-3.37 (m, 1H), 3.06-2.38 (m, 4H), 2.69-2.65 (m, 2H), 2.58 (s, 3H), 2.37-2.32 (m, 4H), 1.09 (d, 3H); Mass (ESI): 410 [M++l]; LC-MS: 98.26%; 410.3 [M++l]; (column; X-bridge C-18, (50×3.0 mm, 3.5mu); RT 2.31 min. 5mM NH4OAc: ACN; 0.8 ml/min); HPLC (purity): 99.24%; (column; Eclipse XDB C-18, (150×4.6 mm, 5.0mu); RT 7.50 min. 5mM NH4OAc (Aq): ACN; 1.0 ml/min; Chiral HPLC: 100%, R, = 10.36 min (Chiralpak IA, 250 x 4.6mm, 5mu; mobile phase (A) 0.1% TEA in n- Hexane (B) IPA (A: B : 75:25); flow Rate: 1.00 mL/min); Optical rotation [a]D2: +69.96 (c = 0.25, DCM); TLC: 10% MeOH/DCM (Rf: 0.4).
Statistics shows that 1004-17-7 is playing an increasingly important role. we look forward to future research findings about 2-Methylpyrimidine-4-carbaldehyde.
Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
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