Reference of 56423-63-3, The chemical industry reduces the impact on the environment during synthesis 56423-63-3, name is 2-Bromopyrazine, I believe this compound will play a more active role in future production and life.
A sealed microwave vial containing (9R, 135)- 13 -[4-(2-amino-5 -chlorophenyl)-6-oxo- 1 ,6-dihydropyrimidin- 1 -yl]-3 ,9-dimethyl-3 ,4,7, 15 -tetraazatricyclo [12.3.1.026]octadeca- 1(1 8),2(6),4, 14,1 6-pentaen-8-one hydrochloride (0.01 g, 0.017 mmol), prepareddescribed in Example 313, 2-bromopyrazine (5.51 mg, 0.035 mmol) and EtOH (1 ml)was heated in a microwave at 150 C for 30 mm, cooled to rt, and concentrated. To the residue were added Cs2CO3 (0.030 g, 0.093 mmol), Pd(OAc)2 (1.05 mg, 4.66 jimol),Xantphos (5.39 mg, 9.31 jimol), and 2-bromopyrazine (5.51 mg, 0.035 mmol), followeddioxane (0.93 1 ml). The reaction mixture was degassed with Ar for 10 mm. The vial was sealed and heated at 85 C. After 4 h, the reaction was cooled to rt and concentrated. Purification by reverse phase chromatography afforded (9R, 135)-i 3-(4- {5-chloro-2-[(pyrazin-2-yl)amino]phenyl} -6-oxo- 1 ,6-dihydropyrimidin- 1 -yl)-3 ,9-dimethyl-3 ,4,7, 15-tetraazatricyclo[ 12.3.1 .02?6]octadeca- 1(1 8),2(6),4, 14,1 6-pentaen-8-one trifluoroacetate(2.95 mg, 20% yield) as a yellow solid. MS(ESI) m/z: 582.5 (M+H). ?H NMR(400MHz, CD3OD) oe 9.09 (s, 1H), 8.73 (d, J=5.i Hz, 1H), 8.23 – 8.19 (m, 2H), 8.08 (dd,J=2.8, 1.4 Hz, 1H), 7.89 (d, J=2.6 Hz, 1H), 7.73 (s, 1H), 7.67 (d, J2.6 Hz, 1H), 7.53 (dd,J=5.i, 1.5 Hz, 1H), 7.50 (s, 1H), 7.43 (dd, J8.9, 2.5 Hz, 1H), 6.77 (s, 1H), 6.02 (dd,J=12.7, 4.3 Hz, 1H), 4.05 (s, 3H), 2.76 – 2.67 (m, 1H), 2.43 – 2.32 (m, 1H), 2.15 – 2.01 (m, 2H), 1.68 – 1.44 (m, 2H), 1.02 (d, J=6.8 Hz, 3H), 0.81 – 0.65 (m, 1H). Analytical HPLC (Method A): RT = 7.06 mm, 94.0% purity; Factor XIa Ki = 560 nM.
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, 2-Bromopyrazine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CORTE, James R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; EWING, William R.; ZHU, Yeheng; WEXLER, Ruth R.; PINTO, Donald J. P.; ORWAT, Michael J.; SMITH, Leon M. II; WO2015/116886; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem