9/10/21 News Simple exploration of 67279-24-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine, and friends who are interested can also refer to it.

Synthetic Route of 67279-24-7, 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. 67279-24-7 name is 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine, This 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 solution of 1,4-dichloro-5,6,7,8-tetrahydro-phthalazine (compound 25, 100 mg, 0.492 mmol) in NMP (3 mL) is added 1-[5-trifluoromethyl)-pyrid-2-yl)-piperazine (114 mg, 0.492 mmol) followed by triethyl amine (218 muL, 1.57 mmol). The mixture was heated in a microwave reactor for 140 C. for 60 min. Water was added to the reaction mixture and extracted with EtOAc. The combined arganic extracts were washed with water, brine, dried over Na2SO4, filtered and concentrated. The crude product was purified by flash chromatography on silica gel (EtOAc/heptane 10% to 70%) to yield 96 mg (49%) of the title compound.1H NMR (400 MHz, CD2Cl2) delta=8.41 (s, 1H), 7.73 (dd, J=9.0 Hz, 2.5 Hz, 1H), 6.79 (d, J=9.0 Hz, 1H), 3.85 (m, 4H), 3.40 (m, 4H), 2.76-2.68 (m, 4H), 1.93 (m, 2H), 1.80 (m, 2H).HR MS (m/z, MH+) meas. 398.1359.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine, and friends who are interested can also refer to it.

Reference:
Patent; Novartis AG; US2010/41663; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A new synthetic route of 67279-24-7

The chemical industry reduces the impact on the environment during synthesis 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine. I believe this compound will play a more active role in future production and life.

Reference of 67279-24-7, 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. 67279-24-7, name is 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 41; Synthesis of 4-chloro-N-(4-(3-(2-(methylamino)pyrimidin-4-yl)pyridin-2-yloxy)phenyl)-5,6,7,8-tetrahydrophthalazin-1-amine; A slurry of 1,4-dichloro-5,6,7,8-tetrahydrophthalazine (1.66 g, 8.18 mmol) and 4-(2-(4-aminophenoxy)pyridin-3-yl)-N-methylpyrimidin-2-amine (2.00 g, 6.82 mmol) in 14 mL 2-BuOH was heated in a sealed pressure vessel to 110 C. The reaction became a thick mass that eventually became a stirring suspension over about 30 min. After 4 h, the reaction was cooled to ambient temperature, and the material was partitioned between 2N NaOH and EtOAc. The aqueous layer was extracted once with EtOAc. The organic layers were dried over anhyd. sodium sulfate, filtered, and concentrated to yield a brown solid. This solid was dissolved in MeOH/MC and adsorbed onto 10 g silica gel, dried, and purified by chromatography (0-100% EtOAc/DCM) to give 4-chloro-N-(4-(3-(2-(methylamino)pyrimidin-4-yl)pyridin-2-yloxy)phenyl)-5,6,7,8-tetrahydrophthalazin-1-amine as an off-white solid. MS m/z=460 [M+H]+. Calc’d for C24H22ClN7O: 459.9.

The chemical industry reduces the impact on the environment during synthesis 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Cee, Victor J.; Deak, Holly L.; Du, Bingfan; Geuns-Meyer, Stephanie D.; Hodous, Brian L.; Nguyen, Hanh Nho; Olivieri, Philip R.; Patel, Vinod F.; Romero, Karina; Schenkel, Laurie; US2007/185111; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Share a compound : 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference of 67279-24-7, A common heterocyclic compound, 67279-24-7, name is 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine, molecular formula is C8H8Cl2N2, 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.

To a solution of l,4-dichloro-5,6,7,8-tetrahydro-phthalazine (0.50 g, 2.46 mmol) in THF (5 mL) are added 4-fluoro-benzyl zincchloride (0.5M in THF) (6.40 mL, 3.20 mmol) and palladium tetrakis triphenylphosphine (0.36 g, 0.31 mmol). The mixture is degassed and stirred at 500C overnight. Then the reaction mixture is cooled down to room temperature, sat. NaHCO3 and water are added and the mixture is extracted with EtOAc. The combined organic layers are washed with brine, dried over Na2SO4, filtered and concentrated down. The crude product is purified by chromatography (EtOAc/Hexane: 10% – 40%) to give l-chloro-4-(4-fluoro-benzyl)-5,6,7,8-tetrahydro-phthalazine (compound 1Of) (0.51g, 30%). m/z =277.11 [M+l]

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; NOVARTIS AG; WO2008/110611; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Simple exploration of 67279-24-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine, and friends who are interested can also refer to it.

Reference of 67279-24-7, 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. 67279-24-7 name is 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine, This 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 solution of 1,4-dichloro-5,6,7,8-tetrahydro-phthalazine (compound 25, 100 mg, 0.492 mmol) in NMP (3 mL) is added 1-[5-trifluoromethyl)-pyrid-2-yl)-piperazine (114 mg, 0.492 mmol) followed by triethyl amine (218 muL, 1.57 mmol). The mixture was heated in a microwave reactor for 140 C. for 60 min. Water was added to the reaction mixture and extracted with EtOAc. The combined arganic extracts were washed with water, brine, dried over Na2SO4, filtered and concentrated. The crude product was purified by flash chromatography on silica gel (EtOAc/heptane 10% to 70%) to yield 96 mg (49%) of the title compound.1H NMR (400 MHz, CD2Cl2) delta=8.41 (s, 1H), 7.73 (dd, J=9.0 Hz, 2.5 Hz, 1H), 6.79 (d, J=9.0 Hz, 1H), 3.85 (m, 4H), 3.40 (m, 4H), 2.76-2.68 (m, 4H), 1.93 (m, 2H), 1.80 (m, 2H).HR MS (m/z, MH+) meas. 398.1359.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine, and friends who are interested can also refer to it.

Reference:
Patent; Novartis AG; US2010/41663; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Brief introduction of 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 67279-24-7.

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. 67279-24-7, name is 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 67279-24-7

To a solution of 1,4-dichloro-5,6,7,8-tetrahydro-phthalazine (compound 41, 0.50 g, 2.46 mmol) in THF (5 mL) are added 4-fluoro-benzyl zincchloride (0.5M in THF) (6.40 mL, 3.20 mmol) and palladium tetrakis triphenylphosphine (0.36 g, 0.31 mmol). The mixture is degassed and stirred at 50 C. overnight. Then the reaction mixture is cooled down to room temperature, sat. NaHCO3 and water are added and the mixture is extracted with EtOAc. The combined organic layers are washed with brine, dried over Na2SO4, filtered and concentrated down. The crude product is purified by chromatography (EtOAc/heptane: 10% 40%) to give 1-chloro-4-(4-fluoro-benzyl)-5,6,7,8-tetrahydro-phthalazine (46) (0.51 g, 30%).MS (m/z, MH+) meas. 277.11.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 67279-24-7.

Reference:
Patent; Novartis AG; US2010/41663; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 67279-24-7

The synthetic route of 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 67279-24-7, name is 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine, 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. category: chlorides-buliding-blocks

A solution of l,4-dichloro-5,6,7,8-tetrahydro-phthalazine (CAS 67279-24-7; 348 mg, 1.7 mmol) in concentrated aqueous N (5 ml) and ethanol (5 ml) was stirred at 120C in an autoclave for 20 h. The mixture was cooled to r.t. and concentrated. The crude product was purified by silica gel chromatography using a chromatography using a CE^Ck/MeOH gradient as eluent, to provide the title compound (52 mg, 16%>) as off- white solid. MS: M = 184.2 (M+H)+

The synthetic route of 1,4-Dichloro-5,6,7,8-tetrahydrophthalazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; LERNER, Christian; WO2014/72261; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics