Extracurricular laboratory: Synthetic route of 78531-29-0

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 78531-29-0, name is 1,3-Dimethoxypropan-2-amine, A new synthetic method of this compound is introduced below., Product Details of 78531-29-0

A mixture of [4-BROMO-7- (2,] 4-dichlorophenyl) -2,6-dimethylpyrrolo [1, 2- b] pyridazine (0.143 g, 0.387 mmol), 1, 3-dimethoxypropan-2-amine (0.092 g, 0.774 [MMOL),] [2′-(DICYCLOHEXYLPHOSPHINO)-N, N-DIMETHYL-L, L’-BIPHENYL-2-AMINE] (0. [011] g, 0.029 mmol), Cs2CO3 (0.176 g, 0.542 mmol) and Pd2 (dba) 3 (0.018 g, 0.02 mmol) in DME (5.0 mL) is refluxed for 24 h. After cooling to room temperature, to the mixture is added [1,] 3-dimethoxypropan-2-amine (0.092 g, 0.774 mmol), 2′- (dicyclohexylphosphino)-N, N-dimethyl-1,1′-biphenyl-2-amine (0. [011] g, 0.029 mmol) and Pd2 (dba) 3 (0.018 g, 0.02 mmol). The mixture is refluxed for another 24 h. After cooling to room temperature, the mixture is filtered and washed with EtOAc. The filtrate is concentrated in vacuo to dryness, the residue is subjected to preparative TLC (silica gel, [1/5] EtOAc/heptane) to give 0.07 g (44%) of light yellow solid as the title compound: mp [154-155 C (CH2CL2/HEPTANE) ; LH] NMR (400 MHz, CDCl3) [8] 7.57 (d, J = 2.0 Hz, [1H),] 7.41 (d, J = 8.3 Hz, [1H),] 7. [36] (d, J = 8.3, 2.0 Hz, [1H),] 6. [35] (s, [1H),] 5.65 (s, 1H), 4.88 (d, [J =] 8.4 Hz, [LH),] 3.91-3. 82 (m, 1H), 3.69-3. 66 (m, 2H), 3.61-3. 55 (m, 2H), 3.45 (s, 3H), 3.44 (s, 3H), 2.33 (s, 3H), 2.21 (s, 3H); [13C] NMR (100 MHz, CDC13) [8] 150.4, 142.4, 136.4, 134.3, 134.1, 129.6, 129.3, 126.8, 123.3, 120.6, 119.3, 95.1, 88.0, 70.9, 59.3, 51.3, 22.4, 12.3 ; IR (diffuse reflectance) 3336,2924, 1560, 1490,1372, 1330,1192, 1113,1098, 1078,1051, 961,821, 811,778 cm ; MS [(EI)] m/z 407 (M+), 409 (M+) ; HRMS (FAB) calcd for C2oH23Cl2N302+H 408.1245, found 408.1244 ; Anal. Calcd for C20 H23 C12 N3 [02 :] C, 58.83 ; H, 5.68 ; N, 10.29. Found: C, 58.90 ; H, 5.78 ; N, 10.13.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/35586; (2004); A1;,
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