Category: 140914-89-2

Related Products of 140914-89-2, A common heterocyclic compound, 140914-89-2, name is 2-(Pyrazin-2-yl)acetic acid, molecular formula is C6H6N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

2-(9H-Carbazol-1-yl)aniline (50 mg, 0.194 mmol, 1 eq), 2-(pyrazin-2-yl)acetic acid (40 mg, 0.29 mmol, 1.5 eq) and DIPEA (162 muL, 0.929 mmol, 4.8 eq) were dissolved in DCM (2 mL, 0.1 M) and then had HATU (88 mg, 0.232 mmol, 1.2 eq) added before the solution was stirred for 16 h at room temperature. Upon reaction completion the crude mixture was concentrated onto silica gel before being purified by Isolera Biotage LPLC (CH/EA 8:2) to give 85 (32 mg, 0.084 mmol, 44%) as a white solid. Mpt: 189.0-191.0 C; vmax (cm-1) 3296, 1659, 1581, 1532, 1312, 1236, 738; 1H-NMR (400 MHz, CDCl3): deltaH 8.8 (br. s., 1 H), 8.3 (d, J=7.95 Hz, 1 H), 8.0 (m, 3 H), 7.8 (d, J=2.57 Hz, 2 H), 7.4 (m, 1 H), 7.3 (m, 5 H), 7.2 (m, 3 H), 3.5 (m, 2 H); 13C-NMR (100 MHz CDCl3): deltaC 166.6, 149.4, 144.1, 142.8, 142.6, 139.2, 137.6, 135.5, 130.9, 129.2, 128.9, 126.9, 126.3, 125.0, 123.4, 123.1, 122.4, 120.8, 120.3, 120.0, 119.8, 119.7, 110.7, 42.9; LR-ESI-MS: C24H19N4O [M+H]+ m/z found 379.25, cald 379.16.

The synthetic route of 140914-89-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Moustakim, Moses; Riedel, Kerstin; Schuller, Marion; Gehring, Andre P.; Monteiro, Octovia P.; Martin, Sarah P.; Fedorov, Oleg; Heer, Jag; Dixon, Darren J.; Elkins, Jonathan M.; Knapp, Stefan; Bracher, Franz; Brennan, Paul E.; Bioorganic and Medicinal Chemistry; vol. 26; 11; (2018); p. 2965 – 2972;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 140914-89-2, A common heterocyclic compound, 140914-89-2, name is 2-(Pyrazin-2-yl)acetic acid, molecular formula is C6H6N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Intermediate 34 (300 mg, 0.75 mmol), 2-(pyrazin-2-yl)acetic acid (120 mg, 0.87 mmol), HATU (600 mg, 1.59 mmol), N-Ethyldiisopropyl amine (0.3 ml, 2.17 mmol) were dissolved in DMF (4 ml). This mixture was stirred at rt for 1 h. Reaction mass was poured in to water to obtain a solid. Solid was filtered and purified the solid by column chromatography on 60-120 silica gel using MeOH and DCM (5:95) as eluent to afford the titled compound (13 mg) as a Pale-brown solid. M.P.: 232-234C. JH-NMR (delta ppm, DMSO-<, 400 MHz): 12.74 (s, 1H), 10.90 (s, 1H), 8.65 (s, 1H), 8.57-8.52 (m, 2H), 7.98 (d, J 9.8, 1H), 7.40-7.36 (m, 2H), 7.35-7.25 (m, 1H), 7.18- 7.12 (m, 2H), 4.30 (d, J 13.3, 2H), 4.06 (s, 2H), 3.79 (s, 2H), 3.40-3.31 (m, 1H), 3.05 (t, J 12, 2H), 2.10 (d, J 10.7, 2H), 1.80-1.66 (m, 2H). The synthetic route of 140914-89-2 has been constantly updated, and we look forward to future research findings. Reference:
Patent; RHIZEN PHARMACEUTICALS SA; BHAVAR, Prashant Kashinath; VAKKALANKA, Swaroop Kumar Venkata Satya; VISWANADHA, Srikant; SWAROOP, Merikapudi Gayatri; BABU, Govindarajulu; WO2015/101957; (2015); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem