Category: 173999-23-0

Reference of 173999-23-0 ,Some common heterocyclic compound, 173999-23-0, molecular formula is C6H7BrN2, 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 21A. N-((5-bromopyridin-2-yl)methyl)-3,4-dichlorobenzamide[00211] 3,4-Dichlorobenzoic acid (0.50 g, 2.6 mmol), (5-bromopyridin-2- yl)methanamine (0.490 g, 2.62 mmol) and PyBOP (1.5 g, 2.9 mmol) were combined in dimethylformamide (10 mL) and treated with diisopropylethylamine (1.4 mL, 7.9 mmol). The reaction was stirred at rt for 2 h, concentrated and the residue purified on flash chromatography (4 g cartridge, 0 to 100 % ethyl acetate/hexanes) to afford 0.52 g of Intermediate 21 A (55% yield) as a white solid. LC/MS (HPLC Method M): RT = 2.00 min, (M+H)+ = 360.8. -bromo-3 -(3 ,4-dichlorophenyl)imidazo [ 1 ,5-a]pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,173999-23-0, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; QIAO, Jennifer, X.; FINLAY, Heather; JIANG, Ji; LLOYD, John; HU, Carol Hui; PI, Zulan; TORA, George, O.; NEELS, James; HANGELAND, Jon, J.; FRIENDS, Todd, J.; WO2013/48928; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 173999-23-0, name is (5-Bromopyridin-2-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 173999-23-0

Step 3 Preparation of (5-Bromo-pyridin-2-ylmethyl)-isopropyl-amine To a solution of (5-Bromo-pyridin-2-yl)-methylamine (0.350 g, 1.871 mmol) in dry acetonitrile (7.0 mL) is added acetone (119 mg, 2.05 mmol) at room temperature. After stirring for 1 hour at room temperature, sodium Triacetoxy borohydride (595 mg, 2.807 mmol) is added then stir at room temperature for 16 hours. The volatiles are removed under reduced pressure, diluted with saturated aqueous bicarbonate solution and ethyl acetate. The organic layer separated and aqueous layer is extracted with ethyl acetate. Combined organic layer is dried over sodium sulphate, solvent is evaporated in vacuo and crude is purified by column chromatography eluting in 6% methanol in CH2Cl2 to afford the title compound (160 mg). 1H-NMR (400 MHz, DMSO-d6) delta: 0.98 (d, J=6.24 Hz, 6H), 2.66-2.73 (m, 1H), 3.76 (s, 2H), 7.44 (d, J=8.36 Hz, 1H), 7.97-7.80 (dd, J1=8.4 Hz, J2=2.4 Hz, 1H), 8.59 (d, J=2.32 Hz, 1H). LC-MS (m/z): [M+H]=230.9.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 173999-23-0, (5-Bromopyridin-2-yl)methanamine.

Reference:
Patent; Curtis, Michael; Duclos, Brian A.; Ewin, Richard A.; Johnson, Paul D.; Johnson, Timothy Allen; Vairagoundar, Rajendran; Billen, Denis; Goodwin, Richard M.; Haber-Stuk, Andrea K.; Kyne, Graham M.; Sheehan, Susan M. K.; US2013/237502; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 173999-23-0, name is (5-Bromopyridin-2-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows. name: (5-Bromopyridin-2-yl)methanamine

In a 50 mL round bottomed flask 5-bromo-2-aminomethylpyridine (113.8 mg, 0.608 mmol) was dissolve in CH2Cl2 (2 mL) at room temperature. Thethylamine (0.5 mL) and trifluoroacetic anhydride (TFAA, 300.0 mg, 1.428 mmol, 2.35 equiv.) were subsequently added. After stirring for 1 h at the same temperature, POCl3 (1 mL) was added to the reaction mixture. The mixture was stirred at room temperature for 18 h, 160 C. for 1 h and then 180 C. for 5 h. The reaction mixture was poured into aqueous sat. NaHCO3 solution (50 mL) under ice-water bath cooling. The mixture was extracted with EtOAc (30 mL¡Á3). Combined organic layers were washed with brine (30 mL¡Á2) and dried over Na2SO4. The solvent was removed a reduced pressure to give the crude material (brown oil, 141.4 mg). The crude product was purified by a silica gel column chromatography (SiO2=25 g, EtOAc/hexane=1:3, Rf=0.4) to give the desired product, 6-bromo-3-(trifluoromethyl)imidazo[1,5-a]pyridine, a compound of formula (I).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 173999-23-0, (5-Bromopyridin-2-yl)methanamine.

Reference:
Patent; Gilead Palo Alto, Inc.; US2011/21521; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem