The origin of a common compound about 25016-09-5

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 25016-09-5.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 25016-09-5, name is 1,3-Dimethyl-1H-pyrazole-5-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H8N2O

151. (+)-2- 3,4-trans)-l-gi,3-dimethyl-lH-pyrazol-5-yl)methyl)-4- methylpyrrolidin-3-yl)-7-ftetrahydro-2H-pyran-4-yl)imidazo[5,l- 1 [l,2,41triazin- 4(3H)-one [1110] 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 (80 mg, 0.26 mmol) in MeOH (10 mL) was added l,3-dimethyl-lH-pyrazole-5-carbaldehyde (39.2 mg, 0.31 mmol) at room temperature and stirred for 2 h under argon atmosphere. To the resulting solution was added NaCNBH3 (49.9 mg, 0.74 mmol) and stirring was continued for another 8 h at room temperature. The volatiles were evaporated under reduced pressure. The residue was diluted with water and extracted with CH2CI2 (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 to afford (+)-2-((3,4-trans)-l-((l,3-dimethyl-lH- pyrazol-5-yl)methyl)-4-methylpyrrolidin-3-yl)-7-(tetrahydro-2H-pyran-4- yl)imidazo[5,l- J[l,2,4]triazin-4(3H)-one (40 mg, 37%) as an off-white solid; 1H- NMR (DMSO-d6, 400 MHz): delta 11.65 (bs, 1H), 7.62 (s, 1H), 5.89 (s, 1H), 3.96-3.91 (m, 2H), 3.67 (s, 3H), 3.59 (s, 2H), 3.50-3.47 (m, 2H), 3.41-3.39 (m, 1H), 2.94-2.85 (m, 2H), 2.81-2.79 (m, 2H), 2.65-2.61 (m, 1H), 2.25-2.24 (m, 1H), 2.14 (s, 3H), 1.89- 1.82 (m, 4H), 1.09 (d, 3H); Mass (ESI): 412.3 [M++l]; LC-MS: 98.59%; 412 (M++l); (column; X-bridge C-18, (50×3.0 mm, 3.5mu); RT 1.74 min. 0.05% TFA in water: ACN; 0.8 ml/min); UPLC (purity): 99.67%; (column; Acquity BEH C-18, 50×2.1 mm, 1.7mu; RT 1.18 min. 0.025% TFA (Aq): ACN; 0.50 ml/min.; Chiral HPLC: 98.34%, R,= 11.21 min (Chiralpak IA, 250 x 4.6mm, 5mu; mobile phase (A) 0.1% DEA in n-Hexane (B) DCM:MeOH (80:20) (A: B : 80:20); flow Rate: 1.00 mL/min); Optical rotation [a]D2: + 21.85 (c = 0.25, DCM); TLC: 5% MeOH/DCM (Rf: 0.5).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 25016-09-5.