Analyzing the synthesis route of 1914-02-9

The synthetic route of 1914-02-9 has been constantly updated, and we look forward to future research findings.

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. 1914-02-9, name is 3,3-Dimethylindoline, A new synthetic method of this compound is introduced below., Recommanded Product: 3,3-Dimethylindoline

To a vial containing 2-butyl-4-chloro-l-((5′-chloro-2′-cyano-[l, l’-biphenyl]-4- yl)methyl)- lH-imidazole-5-carboxylic acid (384b, 00 mg, 0.364 mmol) was added 2nd generation ruphos precatalyst (56.6 mg, 0.073 mmol) followed by sodium tert-butoxide (210 mg, 2.185 mmol). THF (3 mL) was added followed by 3,3-dimethylindoline (161 mg, 1.093 mmol). The reaction mixture was degassed with N2 and was then was sealed and heated at 65 C for 18 h. The reaction mixture was concentrated onto celite and purified by reverse phase ISCO (15 min gradient of 0- 100%B. A = H20/ACN/TFA 90: 10:0.1. B = ACN/H20/TFA 90: 10:0.1) to afford the title compound (405a, 70 mg, 0.107 mmol, 29.4 % yield) as an orange solid. LC-MS (Method A2): 1.07 min, [M + H]+=539.10.

The synthetic route of 1914-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem