Category: 66522-06-3

Adding a certain compound to certain chemical reactions, such as: 66522-06-3, 4-(tert-Butyl)-2-chloropyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, HPLC of Formula: C8H11ClN2, blongs to pyrimidines compound. HPLC of Formula: C8H11ClN2

To a solution of Intermediate 3 (5 mg, 0.014 mmol) in n-BuOH (0.5 mL) was added 4-(tert-butyl)-2-chloropyrimidine (4 mg, 0.021 mmol) and iPr2NEt (5 pL, 0.028 mmol) at RT. The mixture was heated in a microwave reactor at 180 C for 90 min, then was cooled to RT. To the reaction mixture was added THF (0.8 mL)/H20 (0.4 mL)/MeOH (0.4 mL) and LiOH.H20 (3 mg, 0.070 mmol), and the mixture was stirred at RT overnight. Volatiles were removed in vacuo and the residue was diluted with H20 (5 mL), and then the mixture was adjusted with 1N aq. HC1 to pH ~5 and extracted with EtOAc (3 x 5 mL). The combined organic extracts were washed with brine (2 mL), dried (MgSCL) and concentrated in vacuo. The crude product was purified by preparative LC/MS (Column: Waters XBridge Cl 8, 19 x 200 mm, 5-pm particles; Guard Column: Waters XBridge C18, 19 x 10 mm, 5-pm particles; Mobile Phase A: 5:95 MeCN:H20 with 0.1% TFA; Mobile Phase B: 95:5 MeCN:H20 with 0.1% TFA; Gradient: 50-90% B over 20 min, then a 5 min hold at 100% B; Flow: 20 mL/min) to provide the title compound (5.3 mg, 10.7 pmol, 77 % yield). LCMS, [M + H]+ = 480.1. NMR (500 MHz, DMSO-de) d 8.18 (d, ,7=4.3 Hz, 1H), 7.82 (d, ,7=8.5 Hz, 1H), 7.49 (d, J=92 Hz, 2H), 6.62 (d, ,7=4.6 Hz, 1H), 4.97 (br. s., 2H), 4.79 – 4.72 (m, 1H), 4.10 (s, 3H), 2.60 – 2.53 (m, 3H), 2.43 (s, 3H), 2.00 – 1.43 (m, 10H), 1.08 (br. s., 9H). hLPAi IC5o = 26 nM.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,66522-06-3, 4-(tert-Butyl)-2-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SHI, Yan; WANG, Ying; CHENG, Peter Tai Wah; SHI, Jun; TAO, Shiwei; CORTE, James R.; FANG, Tianan; LI, Jun; KENNEDY, Lawrence J.; KALTENBACH, III, Robert F.; JUSUF, Sutjano; (316 pag.)WO2019/126093; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 66522-06-3, Adding some certain compound to certain chemical reactions, such as: 66522-06-3, name is 4-(tert-Butyl)-2-chloropyrimidine,molecular formula is C8H11ClN2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 66522-06-3.

A mixture of 4-tert-butyl-2-chloropyrimidine (1.1 g, 6.4 mmol), 33% methylamine in ethanol (1 mL) in ethanol (4 mL) was placed in a sealed tube and heated to 60 C. for 3 h. The mixture was concentrated and the solid dissolved in chloroform. The organic layer was washed with water, dried over sodium sulfate, concentrated and chromatographed on silica gel with 30% EtOAc/Hexane. MS m/z 165 (MH)+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 66522-06-3, 4-(tert-Butyl)-2-chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Andersen, Denise Lyn; Chang, Catherine H.; Falsey, James R.; Frohn, Michael J.; Hong, Fang-Tsao; Liao, Hongyu; Liu, Longbin; Lopez, Patricia; Retz, Daniel Martin; Rishton, Gilbert M.; Rzasa, Robert M.; Siegmund, Aaron; Tadesse, Seifu; Tamayo, Nuria; Tegley, Christopher M.; US2006/69110; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia