一二三四区视频,亚洲少妇熟女色,日本久热无码视频网,欧美国产日韩大尺度,亚洲a视频,久久少妇一区二区,日韩999无码视频,刺激久久久久久久,啊啊啊啊不要啊在线

Welcome to chemicalbook!
Chinese English Japanese Germany Korea
010-86108875
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List SGI-1027
1020149-73-8

SGI-1027 synthesis

10synthesis methods
2,4-Pyrimidinediamine, N4-(4-aminophenyl)-6-methyl-

20719-43-1

4-(QUINOLIN-4-YLAMINO)-BENZOIC ACID

133041-90-4

SGI-1027

1020149-73-8

GENERAL STEPS: 4-(quinolin-4-ylamino)benzoic acid (45 mg, 0.17 mmol) and N4-(4-aminophenyl)-6-methylpyrimidine-2,4-diamine (37 mg, 0.17 mmol) were dissolved in DMF (1.7 mL). Subsequently, N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (0.06 g, 0.34 mmol) and 1-hydroxybenzotriazole hydrate (0.03 g, 0.17 mmol) were added sequentially. The reaction mixture was stirred at 65oC for 24 hours. After completion of the reaction, the solvent was removed by vacuum concentration and the residue was purified by column chromatography (silica gel, eluent ratio 85:13:2 dichloromethane/methanol/triethylamine) to afford N-[4-[(2-amino-6-methyl-4-pyrimidinyl)amino]phenyl]-4-(4-quinolinylamino)benzamide (0.05 g, 59% yield) as an amorphous yellow solid.

-

Yield: 0.045 g

Reaction Conditions:

with palladium diacetate;potassium carbonate;XPhos in water;N,N-dimethyl-formamide;tert-butyl alcohol at 110; for 24 h;Sealed tube;Inert atmosphere;Buchwald-Hartwig Coupling;

Steps:

N-[4-(2-Amino-6-methylpyrimidin-4-ylamino)phenyl]-4-(quinolin-4-ylamino)benzamide, SGI-1027 (4).
A sealed tube was charged with Pd(OAc)2 (1 mg, 1.32 mmol) and XPhos (2 mg, 3.97 mmol) and degassed t-BuOH/water (1 mL, 2:1 v/v) was added. The resulting solution was heated for 1 min at 80 oC and then cannulated into another sealed tube charged with 4-amino-N-[4-(2-amino-6-methylpyrimidine-4-ylamino)phenyl]benzamide 12 (0.07g, 0.20 mmol), 4-chloroquinoline 13 (22.0 mg, 0.13 mmol) and potassium carbonate (0.03 g, 0.18 mmol) in DMF (1 mL). The resulting mixture was stirred for 24 h at 110 oC. When the reaction was complete the solvent was concentrated in vacuo and the residue was purified by column chromatography (silica gel, 85:13:2 CH2Cl2/MeOH/Et3N) to afford 0.045 g (73% by 1H-NMR) of the titled compound as an amorphous yellow solid. 1H-NMR (400.13 MHz, DMSO-d6): d 10.22 (s, 1H, CONH), 9.98 (s, 1H, NH), 8.59 (d, J = 5.6 Hz, 1H), 8.48 (d, J = 8.4 Hz, 1H), 8.05 (d, J = 8.7 Hz, 2H), 8.00-7.94 (m, 2H), 7.86 - 7.75 (m, 3H), 7.74 - 7.61 (m, 4H), 7.57 - 7.50 (m, 3H), 7.44 - 7.37 (m, 1H), 7.15 (d, J = 5.6 Hz, 1H), 6.04 (s, 1H, H5’’), 2.22 (s, 3H, CH3) ppm. 13C-NMR (100.62 MHz, DMSO-d6): d 164.7 (s, CONH), 161.4 (s), 157.1 (s), 154.9 (s), 149.5 (s), 147.8 (d), 145.0 (s), 142.9 (s), 135.4 (s), 134.2 (s), 131.3 (d), 130.2 (s), 129.3 (d, 2x), 125.9 (d, 2x), 123.0 (d, 2x), 121.7 (d), 121.6 (d, 2x), 120.8 (d, 2x), 119.4 (s), 102.5 (d), 96.4 (d), 19.4 (q, CH3) ppm. HRMS (ESI+): Calcd for C27H24N7O ([M + H]+), 462.20368; found, 462.20330. IR (neat): n 3400-3000 (br, N-H), 2976 (w, C-H), 2891 (w, C-H), 1584 (m), 1510 (m), 1444 (m), 1380 (m), 1318 (m), 1228 (w), 1180 (w), 1095 (w) cm-1. UV (DMSO): lmax 258, 355 nm.

References:

García-Domínguez, Patricia;Dell'Aversana, Carmela;Alvarez, Rosana;Altucci, Lucia;De Lera, ángel R. [Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,# 6,p. 1631 - 1635] Location in patent:supporting information

SGI-1027 Related Search:

苍溪县| 九龙县| 方正县| 准格尔旗| 白水县| 溧水县| 古交市| 普安县| 贵州省| 凌源市| 介休市| 淅川县| 郎溪县| 永兴县| 昌黎县| 临沧市| 盐边县| 雷州市| 阿克陶县| 西贡区| 罗田县| 苗栗市| 宕昌县| 阿鲁科尔沁旗| 儋州市| 博客| 交城县| 长汀县| 四平市| 调兵山市| 鸡西市| 方城县| 峡江县| 南溪县| 五河县| 浑源县| 迭部县| 泸定县| 永修县| 古蔺县| 阳高县|