Synthetic Route of 13078-80-3,Some common heterocyclic compound, 13078-80-3, name is 2-(2-Chlorophenyl)ethanamine, molecular formula is C8H10ClN, 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.
4-Chloro-7- (3-chloropyridin-2-yl)-2- [ (R, R) -2, 6-dimethylmorpholin4-ylmethyl]-quinazoline (30mg, 0. 074mmol) is dissolved in 1. 6mL CH3CN. 2-(2-Chlorophenyl) ethylamine (13mg, 0. 081mmol) is added and the reaction mixture is heated at 80C until the starting chloride is consumed. Upon cooling to room temperature, the reaction mixture is concentrated in vacuo. The residue is diluted with EtOAc and washed with 10% NaOH solution. The organic phase is concentrated and the product purified by preparative TLC, eluting with 9/1 CH2Cl2/MeOH to afford [2- (2-chlorophenyl) ethyl]- [7- (3-cl-iloropyridin-2-yl)-2- ( (R, R) -2, 6-dimethyhnorpholin-4-ylmethyl)- quinazolin-4-yl]-amine.’H NMR 8 : (CDC13, recorded on Gemini 300MHz NMR) 8.63 (dd, 1H, J=4.6Hz, J=1. 6Hz), 8.23 (d, 1H, J=1. 4Hz), 7.84 (dd, 1H, J=7.9Hz, J=1. 4Hz), 7.73 (dq, 2H, J=8. 5Hz, J=1. 6Hz), 7.40 (dd, 1H, J=5. 5Hz, J=4. 1Hz), 7.41-7. 12 (m, 3H), 5.85 (br s, 1H), 4.13-4. 06 (m, 2H), 3.99 (q, 1H, J=6. 5Hz), 3.83 (d, 1H, J=14. 0Hz), 3.65 (d, 1H, J=14. 0Hz), 3.21 (t, 2H, J=6.8Hz), 2.70 (dd, 2H, J=11. 3Hz, J=3.3Hz), 2.46 (dd, 2H, J=11.3Hz, J=5.8Hz), 1. 27 (d, 6H, J=8.3Hz).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(2-Chlorophenyl)ethanamine, its application will become more common.
Reference:
Patent; NEUROGEN CORPORATION; WO2005/87227; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics