What is 4-Aminomethyltetrahydropyran hydrochloride?

4-Aminomethyltetrahydropyran hydrochloride is a useful compound as a starting material or a synthetic intermediate for medicine, agricultural chemicals.

Application of 4-Aminomethyltetrahydropyran hydrochloride

4-Aminomethyltetrahydropyran hydrochloride could be used to synthetize purine compounds for the treatment of pain.

Synthesis of 4-aminomethyltetrahydropyran hydrochloride
Device: a stainless autoclave (inner volume of 25L) with a stirring device, a thermometer and a pressure gauge
Charge the autoclave with 1685.8 g (containing 15.2 mol of 4-cyanotetrahydropyran) of 65.9% by weight 4-cyanotetrahydropyran-toluene solution, 8.8 kg of 5.86% by weight ammonia-methanol solution, 337.2 g (2.86 mmol in terms of a nickel atom) of developed Raney nickel and 2.1 L of methanol. The mixture was reacted under hydrogen atmosphere (0.51 to 0.61 MPa) at 50 to 60°C for 7 hours under stirring. After the reaction is completed, filter the insoluble materials, use 2.0 L of methanol to wash the filtrated material, and then combine and concentrate the filtrate and the washed solution under reduced pressure.
Charge the above-said concentrate and 833 ml of tetraethylenepentamine in a glass reaction vessel (inner volume of 3 L) with a stirring device and a thermometer, stir the mixture at 105 to 115°C for 2 hours. After the stirring is completed, distill the said solution under reduced pressure (70 to 80°C, 1.73 to 4.67 kPa), and 1430.2 g of the distilled solution containing 4-aminomethyltetrahydropyran is obtained.
Charged 8.3 L of n-butanol and 1232 ml (15.0 mol) of 37% by weight hydrochloric acid to a glass reaction vessel (inner volume of 20 L) with a stirring device, a thermometer and a dropping funnel, and in a salt-ice bath, add the said distulled solution drop by drop to the mixture while maintaining a temperature of the mixture to around 0°C. After completion of dropwise addition, stir the mixture at room temperature for 30 minutes. Concentrate the resulting solution under reduced pressure, and add 5.0 L of n-butanol to the concentrate and have it further concentrated. Repeat the operation twice. After that, in a salt-ice bath, when the concentrate was stirred for 50 minutes, a solid was precipitated and filtered. Wash the filtered material with 1.7 L of toluene and dry it under reduced pressure at 60°C. 1692.9 g (Isolation yield: 73.6%) of white crystalized 4-aminomethyltetrahydropyran hydrochloride was obtained.
The physical properties of the 4-aminomethyltetrahydropyran hydrochloride obtained are as follows:
Melting point: 190 to 193°C
1H-NMR (DMSO-d6, δ (ppm)): 1.13 to 1.26 (2H, m), 1.63 to 1.68 (2H, m), 1.78 to 1.92 (1H, m), 2.67 (2H, d, J=7.1Hz), 3.22 to 3.30 (2H, m), 3.82 to 3.87 (2H, m), 8.21 (3H, brs) CI-MS (m/e); 116 (M+1-HCl), 99