51674-77-2 | Pyrimidines

9/28 News Extended knowledge of 51674-77-2

The synthetic route of 51674-77-2 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 51674-77-2, 4-Chloropyrido[3,2-d]pyrimidine, 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, HPLC of Formula: C7H4ClN3, blongs to pyrimidines compound. HPLC of Formula: C7H4ClN3

Intermediate 9 (700 mg, 2.06 mmol), 2-(dimethylamino)-l-(piperazin-l-yl)- ethanone (500 mg), n-BuOH (10 mL) and DIPEA (2 mL) were combined in a sealed tube and heated at 130C for 13 days. The reaction mixture was cooled, concentrated onto silica and purified by column chromatography (Si02, 0-10% MeOH in EtOAc) to give a white solid. This material, MeOH (8 mL) and 2M HC1 in Et20 (4 mL) were combined and stirred at r.t. for 2 days. The reaction mixture was concentrated in vacuo to give a yellow foam. A portion of this material (50 mg, 0.12 mmol), rc-BuOH (6 mL), DIPEA (1 mL) and 4-chloropyrido[3,2-c/]pyrimidine (50 mg, 0.25 mmol) were combined in a sealed tube and heated at 130C for 16 h. The reaction mixture was then concentrated to dryness and purified by preparative HPLC to give the title compound (28 mg, 43%) as a white solid. deltaEta (DMSO-Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SHARPE, Andrew; WO2011/58108; (2011); A1;,
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Pyrimidine – Wikipedia

New learning discoveries about 51674-77-2

At the same time, in my other blogs, there are other synthetic methods of this type of compound,51674-77-2, 4-Chloropyrido[3,2-d]pyrimidine, and friends who are interested can also refer to it.

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.51674-77-2, name is 4-Chloropyrido[3,2-d]pyrimidine, molecular formula is C7H4ClN3, molecular weight is 165.58, as common compound, the synthetic route is as follows.Product Details of 51674-77-2

Intermediate 9 (700 mg, 2.06 mmol), ethyl 1-piperazineacetate (0.5 g), «-BuOH (10 mL) and DIPEA (2 mL) were combined in a sealed tube and heated at 130C for 12 days. The reaction mixture was cooled, concentrated onto silica and purified by column chromatography (Si02, 0-100% EtOAc in isohexane). The resulting material, EtOH (7 mL) and 2M HC1 in Et20 (5 mL) were combined and stirred at r.t. for 3 days. The reaction mixture was concentrated to give a pale yellow solid. A portion of this material (50 mg), «-BuOH (6 mL), DIPEA (1 mL) and 4-chloropyrido[3,2-<%yrimidine (50 mg, 0.25 mmol) were combined in a sealed tube and heated under microwave irradiation at 160C for 2 h. 15% NaOH solution (0.2 mL) was added to the reaction mixture, which was stirred at r.t. for 3 days. The mixture was concentrated to dryness and purified by preparative HPLC to give the title compound (38.1 mg) as a brown glass. 5H (DMSO-<¾) 8.93-8.85 (2H, m), 8.53 (IH, s), 8.49 (IH, s), 8.17 (IH, dd, J 8.46, 1.58 Hz), 7.90 (IH, dd, J 8.46, 4.25 Hz), 7.72 (IH, dd, J 8.91, 6.29 Hz), 7.30 (IH, t, J 9.11 Hz), 5.90-5.81 (IH, m), 3.76-3.65 (2H, m), 3.27 (2H, s), 3.25-3.17 (2H, m), 2.98-2.89 (2H, m), 2.88-2.79 (2H, m), 2.57 (3H, s), 1.64 (3H, d, J 6.69 Hz). LCMS (ES+) 476 (M+H)+, RT 2.43 minutes (Method 1) At the same time, in my other blogs, there are other synthetic methods of this type of compound,51674-77-2, 4-Chloropyrido[3,2-d]pyrimidine, and friends who are interested can also refer to it. Reference:
Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SHARPE, Andrew; WO2011/58108; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New downstream synthetic route of 51674-77-2

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 51674-77-2, 4-Chloropyrido[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Electric Literature of 51674-77-2 ,Some common heterocyclic compound, 51674-77-2, molecular formula is C7H4ClN3, 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.

(S)-(-)-tert-Butyl 3-aminopyrrolidine-l-carboxylate (500 mg, 2.68 mmol), DCM(30 mL), DIPEA (2 mL) and cyclopropanecarbonyl chloride (0.28 mL, 3.0 mmol) were combined at r.t. and stirred for 2 days. The reaction was diluted with DCM (100 mL), washed with water, dried (MgS04) and evaporated in vacuo to give a brown oil (866 mg). The crude product was combined with MeOH (10 mL) and 2M HCl in Et20 (5 mL) and stirred at r.t. for 3 days. The reaction mixture was then evaporated in vacuo to give a brown gum (746 mg). The crude compound, Intermediate 9 (500 mg, 1.48 mmol), n- butanol (16 mL) and DIPEA (2 mL) were combined in a sealed tube and heated to 130C for 15 days. The reaction mixture was evaporated onto silica and purified by flash chromatography on silica, eluting with 0-100% EtOAc in isohexane, to give a tan solid (779 mg). The product was combined with MeOH (10 mL) and 2N HCl in Et20 (7 mL) and stirred at r.t for 19 h. The reaction mixture was then evaporated in vacuo to give a brown glass (689 mg). The resulting amine intermediate (HCl salt, 50 mg) was combined with 4-chloropyrido[3,2-d]pyrimidine (50 mg) in «-butanol (5 mL) and DIPEA (1 mL). The reaction mixture was heated in a sealed tube under microwave irradiation to 160C for 2 h. The mixture was evaporated to dryness and purified by preparative HPLC to give the title compound (32 mg) as a brown glass. deltaEta (DMSO-d6) 8.94-8.90 (2H, m), 8.52 (1H, s), 8.42 (1H, d, J6.4 Hz), 8.28-8.22 (1H, m), 8.17 (1H, dd, J 8.5, 1.6 Hz), 7.91 (1H, dd, J 8.5, 4.2 Hz), 7.56 (1H, dd, J 8.8, 6.4 Hz), 7.08 (1H, t, J 9.1 Hz), 6.00 (1H, t, J 7.2 Hz), 4.47-4.39 (1H, m), 4.02 (1H, dd, J 10.4, 6.8 Hz), 3.97-3.86 (2H, m), 3.70 (1H, dd, J 10.4, 6.9 Hz), 2.50 (3H, d, J2.2 Hz), 2.32-2.22 (1H, m), 2.00-1.91 (1H, m), 1.65-1.55 (4H, m), 0.75-0.66 (4H, m). LCMS (ES+) 486 (M+H)+, RT 8.15 minutes (Method 3).

Reference:
Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SHARPE, Andrew; WO2011/58108; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extended knowledge of 51674-77-2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51674-77-2, its application will become more common.

Related Products of 51674-77-2, 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. 51674-77-2, name is 4-Chloropyrido[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below.

EXAMPLE 1N-{(R) -r8-Chtoro-2-(pyridin-3-yl)quinolin-3-yl1-2.2.2^pyrimidin-4-ylamineA mixture of Intermediate 4 (0.62 g, 1.85 mmol), 4-chloropyrido[3,2-Patent; UCB PHARMA S.A.; PARTON, Andrew Harry; ALI, Mezher Hussein; BROOKINGS, Daniel Christopher; BROWN, Julien Alistair; FORD, Daniel James; FRANKLIN, Richard Jeremy; LANGHAM, Barry John; NEUSS, Judi Charlotte; QUINCEY, Joanna Rachel; WO2012/32334; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some scientific research about 51674-77-2

Reference of 51674-77-2, Adding some certain compound to certain chemical reactions, such as: 51674-77-2, name is 4-Chloropyrido[3,2-d]pyrimidine,molecular formula is C7H4ClN3, 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 51674-77-2.

5 Intermediate 22 (50 mg, 0.151 rnmol), 4-chloropyrido[3,2-d]pyrimidine (37.5 mg,0.226 mmol), DIPEA (0.079 niL, 0.453 rnmol) and M-BUOH (1 mL) were combined and heated under microwave irradiation at 140C for 1 h. After cooling, the mixture was dissolved in EtOAc (100 mL) and washed with saturated brine (3 x 20 mL). The organic layer was separated, dried (MgS04), filtered and concentrated in vacuo. Purification by10 preparative HPLC gave the title compound (3.7 mg, 5%) as a white solid. 6H (DMSO- ^) 8.82-8.77 (2H, m), 8.44 (1H, s), 8.41 (1H, s), 8.07 (1H, dd, J 8.46, 1.52 Hz), 7.80 (1H, dd, J 8.46, 4.25 Hz), 7.63 (1H, dd, J 8.92, 6.31 Hz), 7.22 (1H, t, J9.13 Hz), 5.96 (2H, s), 5.82-5.75 (1H, m), 3.57-3.45 (4H, m), 3.44-3.37 (2H, m), 3.04-2.96 (2H, m), 2.47 (3H, d, J2.24 Hz), 1.55 (3H, d, J 6.71 Hz). LCMS (ES+) 461 (M+H)+, RT 2.50 minutes {Method15 2).

Analyzing the synthesis route of 51674-77-2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51674-77-2, its application will become more common.

To a solution of Intermediate 9 (500 mg, 1.48 mmol) in NMP (6 mL) were added (cyclopropyl)(piperazin-l-yl)methanone (455 mg, 2.95 mmol) and DIPEA (1.3 mL), and the mixture was heated at 140C for 16 h. The reaction mixture was taken up in EtOAc^ (150 mL) and water (50 mL) and the organic layer was washed with water (2 x 50 mL) and brine (50 mL). The organic layer was separated and dried (phase separation cartridge), and the solvent was removed in vacuo. Purification by columnchromatography (Si02, 10-20% EtOAc in isohexane) gave a beige solid (390 mg, 57%). To a solution of this material (390 mg, 0.85 mmol) in DCM (6 mL) was added TFA (3 mL) and the resulting solution was stirred at r.t. for 15 minutes. The solvents were30removed in vacuo. The residue was dissolved in MeOH (5 mL), then placed on an SCX cartridge, washed (MeOH), eluted (7M ammonia in MeOH) and concentrated in vacuo to afford a white solid (304 mg, 100%). To a portion of this material (60 mg, 0.17 mmol) in NMP (1.2 mL) were added DIPEA (0.14 mL) and 4-chloropyrido[3,2-c/]pyrimidine (33 – – mg, 0.2 mmol). The resulting solution was heated under microwave irradiation at 150C for 1 h. Purification by preparative HPLC afforded the title compound (51 mg, 61%) as a beige solid. deltaEta (DMSO-ifc) 8.93-8.88 (2H, m), 8.54 (2H, d, J 11.51 Hz), 8.17 (IH, dd, J 8.46, 1.58 Hz), 7.90 (IH, dd, J 8.46, 4.25 Hz), 7.74 (IH, dd, J 8.94, 6.26 Hz), 7.33 (IH, t, J9.12 Hz), 5.91 (IH, m), 4.05-3.13 (8H, s), 2.58 (3H, m), 2.12-2.07 (IH, m), 1.67 (3H, d, J 6.71 Hz), 0.90-0.73 (4H, m). LCMS (ES+) 486 (M+H)+, RT 2.78 minutes (Method 2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51674-77-2, its application will become more common.

Brief introduction of 51674-77-2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51674-77-2, its application will become more common.

A mixture of 5-{3-[(1S)-1-aminoethyl]-5-chloro-2-methoxy-6-methylphenyl}-N,N-dimethylpyridine-2-carboxamide dihydrochloride (17 mg, 0.040 mmol), 4-chloropyrido[3,2-d]pyrimidine (6.7 mg, 0.040 mmol) and N,N-diisopropylethylamine (35 muL, 0.20 mmol) in 1-butanol (0.4 mL) was heated at 120 C. for 2 h. The mixture was purified on prep-LCMS (Sunfire Prep C18 5 mum 30¡Á10 mm column, flow rate 60 mL/min, eluting with a gradient of acetonitrile and water with 0.05% TFA) to afford the title product (2.7 mg, 14%). LCMS calculated for C25H26ClN6O2 (M+H)+: m/z=477.2. found: 477.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51674-77-2, its application will become more common.

Reference:
Patent; INCYTE CORPORATION; Li, Yun-Long; Combs, Andrew P.; US2015/361094; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia