Category: 874676-81-0

Synthetic Route of 874676-81-0, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 874676-81-0, name is 5-Chloro-2-iodopyrimidine. A new synthetic method of this compound is introduced below.

A solution of 4-((l r,4r)-4-(4-(methylsulfonyl)phenoxy)cyclohexyloxy)piperidine hydrochloride (30 mg, 0.077 mmol), 5-chloro-2-iodopyrimidine (28 mg, 0.12 mmol), and Et3N (20 mg, 0.20 mmol) in IPA (1 mL) was stirred for 3 h at 85 C. The reaction was cooled to room temperature to form a precipitate. The solid was filtered, washed with H20, 1 N HC1, IPA, and dried to give the title compound (30 mg). LCMS m/z = 466.2 [M+H]+; lU NMR (400 MHz,CDC13) delta 1.45-1.65 (m, 6H), 1.84-1.92 (m, 2H), 1.97-2.04 (m, 2H), 2.08-2.16 (m, 2H), 3.02 (s, 3H), 3.38-3.46 (m, 2H), 3.54-3.60 (m, IH), 3.63-3.70 (m, IH), 4.18-4.26 (m, 2H), 4.37-4.45 (m, IH), 6.99 (d, J = 8.8 Hz, 2H), 7.84 (d, J = 8.8 Hz, 2H), 8.20 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,874676-81-0, 5-Chloro-2-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; HAN, Sangdon; BUZARD, Daniel J.; LEHMANN, Juerg; NARAYANAN, Sanju; YUE, Dawei; WO2011/127051; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 874676-81-0, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 874676-81-0, name is 5-Chloro-2-iodopyrimidine. A new synthetic method of this compound is introduced below.

A solution of 4-((l r,4r)-4-(4-(methylsulfonyl)phenoxy)cyclohexyloxy)piperidine hydrochloride (30 mg, 0.077 mmol), 5-chloro-2-iodopyrimidine (28 mg, 0.12 mmol), and Et3N (20 mg, 0.20 mmol) in IPA (1 mL) was stirred for 3 h at 85 C. The reaction was cooled to room temperature to form a precipitate. The solid was filtered, washed with H20, 1 N HC1, IPA, and dried to give the title compound (30 mg). LCMS m/z = 466.2 [M+H]+; lU NMR (400 MHz,CDC13) delta 1.45-1.65 (m, 6H), 1.84-1.92 (m, 2H), 1.97-2.04 (m, 2H), 2.08-2.16 (m, 2H), 3.02 (s, 3H), 3.38-3.46 (m, 2H), 3.54-3.60 (m, IH), 3.63-3.70 (m, IH), 4.18-4.26 (m, 2H), 4.37-4.45 (m, IH), 6.99 (d, J = 8.8 Hz, 2H), 7.84 (d, J = 8.8 Hz, 2H), 8.20 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,874676-81-0, 5-Chloro-2-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; HAN, Sangdon; BUZARD, Daniel J.; LEHMANN, Juerg; NARAYANAN, Sanju; YUE, Dawei; WO2011/127051; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 874676-81-0 ,Some common heterocyclic compound, 874676-81-0, molecular formula is C4H2ClIN2, 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.

[00201] Step 1 : 5-Chloro-2-iodopyrimidine (4 g, 16.64 mmol) and tetrakis(triphenylphosphine)palladium(0) (1.92 g, 1.66 mmol) were suspended in THF (83 mL). 3-Ethoxy-3-oxopropylzinc bromide (33.3 mL, 16.64 mmol) was added, and the resultant mixture was stirred at room temperature for 18 hours. The mixture was diluted with saturated ammonium chloride and water (1 : 1) and extracted with EtOAc (3×100 mL). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (EtOAc:Hexanes) to give ethyl 3-(5-chloropyrimidin-2-yl)propanoate. MS ESI calcd for C9H12C1N202 [M + H]+ 215, found 215. ‘H NMR (500 MHz, DMSO-d6) delta 8.82 (s, 2H), 4.00 (q, J= 7.1 Hz, 2H), 3.13 (t, J = 6.9 Hz, 2H), 2.78 (t, J= 6.9 Hz, 2H), 1.1 1 (t, J = 7.1 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,874676-81-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HAIDLE, Andrew, M.; ALTMAN, Michael, D.; KATTAR, Solomon, D.; CHRISTOPHER, Matthew; ELLIS, John, Michael; FISCHER, Christian; NORTHRUP, Alan, B.; CHILDERS, Kaleen Konrad; WO2013/192088; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia