New downstream synthetic route of 187035-79-6

At the same time, in my other blogs, there are other synthetic methods of this type of compound,187035-79-6, Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Synthetic Route of 187035-79-6, 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. 187035-79-6, name is Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below.

The intermediate 8-(((tert-butyldiphenylsilyl)oxy)methyl)- 1 -isopropyl-7- (methylsulfonyl)- l,2,3,4-tetrahydropyrazino[l,2-a]indole was prepared following a procedure analogous to that described in Preparation 4. The mixture of compound 8-(((tert- butyldiphenylsilyl)oxy)methyl)- l-isopropyl-7-(methylsulfonyl)-l, 2,3,4- tetrahydropyrazino[l,2-a] indole (0.19 mmol), ethyl 2-chloro-4-(trifluoromethyl)pyrimidine- 5-carboxylate (97 mg, 0.38 mmol) and DIEA (100 mu,, 0.57 mmol) in j-PrOH / CH2C12 (1 mL / 0.5 mL) was stirred at 50C for 8 h. The solvent was removed under reduced pressure and the residue was purified by column chromatography on silica gel eluting with EtOAc/hexanes (1/1) to give racemic ethyl 2-(8-(hydroxymethyl)- l-isopropyl-7-(methylsulfonyl)-3,4- dihydropyrazino[ 1 ,2-a]indol-2( lH)-yl)-4-(trifluoromethyl)pyrimidine-5-carboxylate. LC- MS m/z 563 [M+Na]+. 1H NMR (400 MHz, CD3OD): delta 9.31 (s, 1H), 8.11 (s, 1H), 7.80 (s, 1H), 6.55 (s, 1H), 6.02 – 5.92 (m, 1H), 5.23 – 5.17 (m, 1H), 5.07 (s, 2H), 4.52 – 4.47 (m, 1H), 4.34 (q, J = 7.2 Hz, 2H), 4.19 – 4.06 (m, 1H), 4.00 – 3.93 (m, 1H), 3.27 (s, 3H), 2.42 – 2.32 (m, 1H), 1.36 (t, J = 7.2 Hz, 3H), 1.18 (d, J = 6.8 Hz, 3H), 1.03 (d, J = 6.8 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,187035-79-6, Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; DONG, Chengguo; FAN, Yi; LEFTHERIS, Katerina; LOTESTA, Stephen; SINGH, Suresh, B.; TICE, Colin; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; WO2013/138568; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia