Analyzing the synthesis route of 84341-13-9

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 84341-13-9, 8-Chloropyrido[3,4-d]pyrimidin-4-ol.

Reference of 84341-13-9, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 84341-13-9, name is 8-Chloropyrido[3,4-d]pyrimidin-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 8-chloro-3H-pyrido[3,4-d]pyrimidin-4-one (50 mg, 0.27 mmol), tributyl-(1-methylimidazol-4-yl)stannane (224 mg, 0.027 mmol) and [1,1?-bis(di- tert-butylphosphino)ferrocene]dichloropalladium (18 mg, 0.027 mmol) in DMF (1 mL) was stirred in a sealed vial at 150 C for 2 h. The reaction mixture was filtered and purified by preparative HPLC. The relevant fractions were concentrated to a yellow oil. The oil was taken in ethanol and HCl (1N) in ethanol was added. The resulting precipitate was filtered and dried to give 12 mg (20%) of the title compound as a white solid (hydrochloride salt).?H NMR (400 MHz, DMSO-d6): oe 3.98 (s, 3 H), 8.06 (d, J=5.05 Hz, 1 H), 8.36 (s, 1 H), 8.68 (s, 1 H), 8.76 (d, J=5.05 Hz, 1 H), 9.28 (s, 1 H), 12.99 (br. s., 1 H). [M+H] Calc?d for C11H9N50, 228; Found, 228.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 84341-13-9, 8-Chloropyrido[3,4-d]pyrimidin-4-ol.

Reference:
Patent; QUANTICEL PHARMACEUTICALS, INC.; KANOUNI, Toufike; STAFFORD, Jeffrey, Alan; VEAL, James, Marvin; WALLACE, Michael, Brennan; WO2014/151106; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some scientific research about 8-Chloropyrido[3,4-d]pyrimidin-4-ol

According to the analysis of related databases, 84341-13-9, the application of this compound in the production field has become more and more popular.

Electric Literature of 84341-13-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 84341-13-9, name is 8-Chloropyrido[3,4-d]pyrimidin-4-ol, molecular formula is C7H4ClN3O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a stirred suspension of 8-chloropyrido[3,4-d]pyrimidin-4(3H)-one (3) (110 g, 0.61 mol) in DMF (1.6 L) was added tert-butyl piperazine-1-carboxylate (135 g, 0.73 mol) and BOP (402 g, 0.91 mol), followed by DBU (184 g, 1.2 mol). The resulting solution was stirred at 25 C. for 6 hours. The crude reaction mixture was monitored by LCMS and showed most of the starting material was consumed. The mixture was diluted with ice water (7 L), and extracted with EtOAc (4*1.5 L). The combined organic layers were washed with water (3*3 L), brine (2 L), dried over Na2SO4, and concentrated which gave the crude product. The crude product was purified by silica gel chromatography and eluted with 5% methanol/DCM and gave tert-butyl 4-(8-chloropyrido[3,4-d]pyrimidin-4-yl)piperazine-1-carboxylate (4) as a light yellow solid (101 g, 47% yield). 1H NMR (400 MHz, CDCl3) delta 8.89 (s, 1H), 8.34 (d, J=5.7 Hz, 1H), 7.58 (d, J=5.7 Hz, 1H), 4.13-3.79 (m, 4H), 3.66 (dd, J=6.2, 4.1 Hz, 4H), 1.50 (s, 9H). LCMS (ESI) m/z 350, 352 (M+H).

According to the analysis of related databases, 84341-13-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; PLANKEN, Simon; CHENG, Hengmiao; COLLINS, Michael Raymond; SPANGLER, Jillian Elyse; BROOUN, Alexei; MADERNA, Andreas; PALMER, Cynthia; LINTON, Maria Angelica; NAGATA, Asako; CHEN, Ping; US2019/233440; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia