Synthetic Route of 39021-62-0,Some common heterocyclic compound, 39021-62-0, name is 1-Methyl-1H-imidazole-5-carbaldehyde, molecular formula is C5H6N2O, 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.
N-(4-Fluorobenzyl)-3-hydroxy-10-(((4-((1-methyl-1H-imidazol-5-yl)methyl)-1-piperazinyl)(oxo)acetyl)amino)-4-oxo-4,6,7,8,9,10-hexahydro-7,10-ethanopyrimido[1,2-a]azepine-2-carboxamide. To a solution of 7,10-ethanopyrimido[1,2-a]azepine-2-carboxamide, 10-[[1,2-dioxo-2-(1-piperazinyl)ethyl]amino]-N-[(4-fluorophenyl)methyl]-4,6,7,8,9,10-hexahydro-3-hydroxy-4-oxo- (0.025 g, 0.040 mmol) in 1,2-dichloroethane (1 mL) and diisopropyl ethylamine (6.97 muL, 0.040 mmol) cooled to 0 C. was added 1-methyl-1H-imidazole-5-carbaldehyde (4.39 mg, 0.040 mmol) and the mixture stirred at 0 C. for 15 min. Acetic acid (2.284 muL, 0.040 mmol) and sodium triacetoxyborohydride (9.30 mg, 0.044 mmol) were added and the mixture stirred at room temperature for 4 h. The solvent was removed under a stream of air and the residue purified by preparative HPLC: Solvent A=10% methanol/90% H2O/0.1% trifluoroacetic acid; Solvent B=90% methanol/10% H2O/0-1% trifluoroacetic acid; Start % B=0; Final % B=100; Gradient time=15 min; Stop time=15 min; Column=Sunfire 19×100 mm, C18, 5 mum to give the title compound as a trifluoroacetic acid salt as a purple solid (14.7 mg, 49% yield). 1H NMR (500 MHz, MeOD) delta: 9.67 (1H, brs), 8.94 (1H, brs), 8.86 (1H, brs), 7.60 (1H, brs), 7.32-7.48 (2H, m), 7.03 (2H, t, J=8.39 Hz), 4.56 (2H, brs), 4.19 (2H, brs), 3.77-4.08 (4H, m), 3.50-3.77 (4H, m), 2.69 (3H, brs), 2.51 (1H, brs), 2.39 (2H, d, J=5.80 Hz), 2.21 (2H, brs), 1.96 (2H, d, J=4.88 Hz), 1.74 (2H, brs). (M+H) calcd for C30H36FN8O5: 607.27; found: 607.44.
The synthetic route of 39021-62-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Bristol-Myers Squibb Company; US2009/253677; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem