Category: 635698-56-5

Synthetic Route of 635698-56-5, 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 635698-56-5, name is tert-Butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of tert-butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5//)- carboxylate (100 mg, 0.329 mmol) and TEA (0.137 mL, 0.986 mmol) in DMF (1.5 mL) was treated with 2-(2-pyridyl)ethyl amine (40.2 mg, 0.329 mmol). The mixture was stirred overnight at room temperature. The reaction mixture was EtOAc (10 mL) and H2O (10 mL), and extracted with EtOAc (2x 10 mL). The combined organic phases were washed with H2O (10 mL) and brine (10 mL), dried over Na2SO4, filtered, and concentrated in vacuo. The resulting residue was purified by gradient elution on silica gel (0 to 100% EtOAc in hexanes to afford the title compound as a pale yellow gum (96 mg, 75%). Data for G-1 : 1H NMR (500 MHz, CDCl3) delta 8.524-8.64 (br m, IH), 7.61-7.69 (br m, IH), 7.15-7.24 (m, 2H), 6.67-6.89 (br m, IH), 4.24 (s, 2H), 3.67 (br m, 2H), 3.08 (t, J= 9.0 Hz, 2H), 2.75 (br s, 2H), 1.51 (s, 9H); LC/MS: rt= 1.35 min, m/z (M+H)= 390.1 found; 390.2 calcd..

According to the analysis of related databases, 635698-56-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BRESLIN, Michael, J.; COLEMAN, Paul, J.; COX, Christopher, D.; RAHEEM, Izzat, T.; SCHREIER, John, D.; WO2011/22213; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.635698-56-5, name is tert-Butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate, molecular formula is C12H15Cl2N3O2, molecular weight is 304.17, as common compound, the synthetic route is as follows.Formula: C12H15Cl2N3O2

To the mixture of tert-butyl 2,4-dichloro-7, 8-dihydropyrido[4,3 -d]pyrimidine6(5H)-carboxylate (4.00 g, 13.15 mmol) in CH2C12 (15.00 mL) was added HC1/dioxane (4 N,15.00 mL). The mixture was stirred at 15 C for 15 h. LCMS showed one main peak of desired product and about 5% of starting material. The mixture was stirred at 30 C for 1 h. LCMS showed desired product was major. The mixture was concentrated under reduced pressure to afford the title compound (3.07 g, crude, HC1 salt) as a white solid which was used in the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,635698-56-5, tert-Butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; KADMON CORPORATION, LLC; OLSZEWSKI, Kellen; POYUROVSKY, Masha; BARSOTTI, Anthony; KIM, Ji-In; LIU, Kevin; MORRIS, Koi; (143 pag.)WO2016/210331; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.635698-56-5, name is tert-Butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate, molecular formula is C12H15Cl2N3O2, molecular weight is 304.17, as common compound, the synthetic route is as follows.name: tert-Butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate

To the mixture of tert-butyl 2,4-dichloro-7, 8-dihydropyrido[4,3 -d]pyrimidine6(5H)-carboxylate (4.00 g, 13.15 mmol) in CH2C12 (15.00 mL) was added HC1/dioxane (4 N,15.00 mL). The mixture was stirred at 15 C for 15 h. LCMS showed one main peak of desired product and about 5% of starting material. The mixture was stirred at 30 C for 1 h. LCMS showed desired product was major. The mixture was concentrated under reduced pressure to afford the title compound (3.07 g, crude, HC1 salt) as a white solid which was used in the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,635698-56-5, tert-Butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; KADMON CORPORATION, LLC; OLSZEWSKI, Kellen; POYUROVSKY, Masha; BARSOTTI, Anthony; KIM, Ji-In; LIU, Kevin; MORRIS, Koi; (143 pag.)WO2016/210331; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 635698-56-5, tert-Butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Computed Properties of C12H15Cl2N3O2, blongs to pyrimidines compound. Computed Properties of C12H15Cl2N3O2

To a stirred solution of tert-butyl 2,4-dichloro- 7,8-dihydro-5H-pyrido[4,3-d]pyrimidine-6-carboxylate (0.3 g, 0.99 mmol) in i- PrOH (80 ml) were added 3-(aminomethyl)phenol (0.2 g, 1.18 mmol) and TEA (0.3 g, 2.96 mmol). The resulting mixture was stirred at 100 oC for 16 hrs. The reaction mixture was poured into ice-water (50 mL), and then extracted with EtOAc (50 mL x3). The combined organic layer was dried with Na2SO4, and concentrated to give a crude product which was purified by column (3470) chromatography on silica gel (hexane/ethyl acetate) to afford tert-butyl 2-chloro- 4-[(3-hydroxyphenyl)methylamino]-7,8-dihydro-5H-pyrido[4,3-d]pyrimidine-6- carboxylate (0.35 g, 90.8%) as a white solid. LCMS (M+H+) m/z: calcd.391.1; found 391.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,635698-56-5, tert-Butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; CLEAVE BIOSCIENCES, INC.; ZHOU, Han-Jie; WUSTROW, David; (498 pag.)WO2016/200840; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia