As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 72179-84-1 name is (Methylsulfamoyl)amine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 72179-84-1
Example 67 (100 mg, 0.259 mmol) was dissolved in tetrahydrofuran (4 mL) and carbonyldiimidazole (63.1 mg, 0.389 mmol) was added. The mixture was heated to 60 C for 1 hour. More carbonyldiimidazole (63.1 mg, 0.3 89 mmol) was added, and the resultant solution was stirred at 60 C for 1 hour. The solution was cooled down to room temperature and was then added dropwise through a syringe to a solution of 1,8-diazabicyclo[5.4.0]undec-7-ene (0.117 mL 0.778 mmol, DBU) and N-methylsulfuric diamide (86 mg, 0.778 mmol) in 0.6 mL tetrahydrofuran. The resulting mixture was stirred at room temperature overnight. The mixture was acidified with 1 N HC1 to pH=6-7 and then extracted with ethyl acetate 3 times. The organic layers were combined and concentrated. The residue was diluted with methanol to give a solution which was purified by preparative HPLC (0.1% CF3CO2H in H20/CH3CN) and lyophilized to give the titled compound (72.5 mg, 0.152 mmol, 58.5% yield). ?H NMR (400 MHz, DMSO-d6) ppm 11.39 (s, 1H), 7.46 (q, J = 4.9, 4.5 Hz, 1H), 7.14 (dd, J = 56.8, 38.2 Hz, 5H), 6.50 (s, 2H), 3.74 (s, 6H), 3.67-3.58 (m, 1H), 3.46 (d, J = 19.0 Hz, 4H), 3.19 (s,1H), 2.60 (s, 3H), 2.40 (s, 2H), 1.98 (s, 3H), 1.82 (a, J = 16.8 Hz, 2H); LC-MS (ESI+) m/z 478.2 (M+H), RT = 1.9 19 minutes.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Methylsulfamoyl)amine, and friends who are interested can also refer to it.
Reference:
Patent; ABBVIE INC.; BLACK, Lawrence, A.; BUNNELLE, William, H.; CHEN, Da; CLAPHAM, Bruce; DEGOEY, David, A.; DENG, Xiangjun; FU, Liqiang; HAZELWOOD, Lisa, A.; KONG, Linglong; LANG, Qingyu; LEE, Chih-Hung; LI, Mingfeng; LUNDGAARD, Greta, L.; PATEL, Meena, V.; TAO, Ruihong; ZHANG, Lin; ZHANG, Qingwei; ZHENG, Qiangang; ZHU, Wei; (289 pag.)WO2017/177004; (2017); A1;,
Amide – Wikipedia,
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