Adding a certain compound to certain chemical reactions, such as: 7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, belongs to chlorides-buliding-blocks compound, 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 7781-10-4, Computed Properties of C7H6ClN3
A mixture of (5)-tert-butyl (2,4-dimethyl- 1 -(4-(4,4,5,5-tetramethyl- 1,3,2- dioxaborolan-2-yl)-2-(trifluoromethyl)phenoxy)pentan-2-yl)carbamate (prepared as described in Example 255, Parts A and B) (99 mg, 0.197 mmol), 4-chloro-7-methyl- 7H-pyrrolo[2,3-dlpyrimidine (synthesis previously described I Med. Chern., 2012,55, 7193) (30 mg, 0.179 mmol), Pd(Ph3P)4 (10.34 mg, 8.95 imol) and 2M aq. solution of potassium phosphate (0.269 mL, 0.537 mmol) in 1,4-dioxane (4 mL) was purged with nitrogen and heated at 100 C for 12h. The reaction mixture was diluted with ethyl acetate (25 mL) and filtered through diatomaceous earth. The filtrate was concentrated under reduced pressure to obtain cmde residue. The residue waspurified by silica gel chromatography (5-10% ethyl acetate in hexanes) to afford (5)- tert-butyl (2,4-dimethyl- 1 -(4-(7-methyl-7H-pyrrolo[2,3-djpyrimidin-4-yl)-2 (trifluoromethyl)phenoxy)pentan-2-yl)carbamate (80 mg, 0.115 mmol, 64% yield) asbrown gummy solid. LCMS (ESI) rn/c 507.3 [(M+H), calcd for C26H33F3N403 507.21; LC/MS retention time (method B): tR = 1.06 mm.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (318 pag.)WO2017/59080; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics