Brief introduction of 1260670-05-0

The synthetic route of 1260670-05-0 has been constantly updated, and we look forward to future research findings.

1260670-05-0, 3-Bromo-8-chloro-1,7-naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1260670-05-0

General procedure: Parallel preparation of examples 6-7: To a set of vials containing the requisite aryl halide (0.20 mmol) was added a solution of HI (50 mg, 0.10 mmol) in THF (1.0 mL). The vials were capped and transferred into a glove box under an atmosphere of nitrogen. To each vial was then added a solution of LHMDS (1.0 M in THF, 0.25 mL, 0.25 mmol). The mixtures were then heated at 50 C with stirring overnight. After that time, water (2 mL) and DCM (2 mL) were added to each vial. The mixtures were transferred to a set of fritted barrel filters. The organic layer from each vial was drained into a clean vial. Additional DCM (1 mL) was added to each aqueous layer and the organic layer was again drained and combined with the previous organic extract. The solvent from the combined organic layers was removed in vacuo. To each vial was then added water (0.050 mL) and TFA (0.5 mL). The mixtures were stirred at 50C with stirring overnight. After that time, the mixtures were concentrated in vacuo. The crude residues were dissolved in DMSO (1 mL) and filtered. The crude residue containing Example 6 was purified by mass triggered preparative HPLC. [column: Waters XBridge CI 8, 5mupiiota , 19×100 mm; solvent: gradient 35-70% MeCN (0.1% NH4OH) in water (0.1% NH4OH) 25 mL/min; 8 min run time] to afford Example 6. The crude residue containing Example 7 was purified by mass triggered preparative HPLC [Waters Sunfire CI 8 column, 5muetaiota, 19 100 mm, using a gradient from 10% initial to 45% final MeCN (0.1% TFA) in water (0.1% TFA), 25 mL/min, 8 min run time] to afford Example 7.

The synthetic route of 1260670-05-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; CUMMING, Jared, N.; SCOTT, Jack, D.; (65 pag.)WO2016/40226; (2016); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Some tips on 1260670-05-0

1260670-05-0 3-Bromo-8-chloro-1,7-naphthyridine 72213592, anaphthyridine compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1260670-05-0,3-Bromo-8-chloro-1,7-naphthyridine,as a common compound, the synthetic route is as follows.

Step 1To a stirred solution of (R)-tert-butyl (5-(5-amino-2-fluorophenyl)-2,5 -dimethyl -1,1- dioxido-l,2,4-thiadiazinan-3-ylidene)carbamate A9 (250 mg, 0.647 mmol) and 3-bromo-8- chloro-l,7-naphthyridine (205 mg, 0.841 mmol) in THF (6.47 ml) was added LiHMDS (1M in THF, 1.617 ml, 1.617 mmol) at room temperature. The mixture was stirred at 45 C for 4h. It was diluted with saturated ammonium chloride and extracted with DCM (3x). The organics were combined, dried over magnesium sulfate, filtered and concentrated. The residue was redissolved in DCM (3 mL) and TFA (0.249 ml, 3.23 mmol) added and the reaction stirred for 15h. The reaction was quenched with saturated sodium bicarbonate and extracted with DCM (3x). The organic layers were combined, dried over magnesium sulfate, filtered and concentrated. The residue was purified by column chromatography EtOAc in DCM to afford example 2. MS for example 2: m/e = 493 (M+l)., 1260670-05-0

1260670-05-0 3-Bromo-8-chloro-1,7-naphthyridine 72213592, anaphthyridine compound, is more and more widely used in various.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; WU, Wen-Lian; HE, Shuwen; WALSH, Shawn, P.; CUMMING, Jared, N.; (70 pag.)WO2016/118404; (2016); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Analyzing the synthesis route of 1260670-05-0

The synthetic route of 1260670-05-0 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1260670-05-0,3-Bromo-8-chloro-1,7-naphthyridine,as a common compound, the synthetic route is as follows.

General procedure: To a set of vials containing the requisite aryl halide(0.15 mmol) was added a solution of Bi (30 mg, 0.073 mmol) in THF (1.0 mL). The vials werecapped and transferred into a glove box under an atmosphere of nitrogen. To each vial was then added a solution of LHMDS (1.0 M in THF). The mixtures were then heated at 50 C with stirring overnight. After that time, water (2 mL) and DCM (2 mL) were added to each vial. The mixtures were transferred to a set of fritted barrel filters. The organic layer from each vialwas drained into a clean vial. Additional DCM (1 mL) was added to each aqueous layer and the organic layer was again drained and combined with the previous organic extract. The solvent from the combined organic layers was removed in vacuo. To each vial was then added DCM (1 mL) and TFA (0.5 mL). The mixtures were stirred at RT for 2 hours. After that time, the mixtures were concentrated in vacuo. The crude residues were dissolved in DMSO (1 mL) andfiltered. The crude products were purified by mass triggered preparative HPLC [Waters Sunfire C18 column, Sum, 19×100 mm, using a gradient from 10% initial to 40% final MeCN (0.1% TFA) in water (0.1% TFA), 25 mL/min, 8 mm run timej to afford Examples 22-23., 1260670-05-0

The synthetic route of 1260670-05-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; SCOTT, Jack, D.; BLIZZARD, Timothy, A.; WALSH, Shawn, P.; CUMMING, Jared, N.; (105 pag.)WO2017/95759; (2017); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Downstream synthetic route of 1260670-05-0

As the paragraph descriping shows that 1260670-05-0 is playing an increasingly important role.

1260670-05-0, 3-Bromo-8-chloro-1,7-naphthyridine is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1260670-05-0

Step 1: 3-bromo-N-(2-methylbiphenyl-3-yl)-1, 7-naphthyridin-8-amine To a microwave vial was added 2-methylbiphenyl-3-amine (Example 1, Step 1: 0.1 g, 0.546 mmol), 3-bromo-8-chloro-1,7-naphthyridine (PharmaBlock, cat#PBLJ2743: 140 mg, 0.55 mmol), tert-butyl alcohol (2.5 mL) and 4.0 M hydrogen chloride in dioxane (0.136 mL, 0.546 mmol). The resulting mixture was irradiated in the microwave to 100 C. for 1 h. The resulting mixture was concentrated, and the desired product was used directly in the next step. LC-MS calculated for C21H17N3Br (M+H)+: m/z=390.1; found 390.1.

As the paragraph descriping shows that 1260670-05-0 is playing an increasingly important role.

Reference£º
Patent; Incyte Corporation; Lajkiewicz, Neil; Wu, Liangxing; Yao, Wenqing; (58 pag.)US2017/174679; (2017); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Introduction of a new synthetic route about 1260670-05-0

With the rapid development of chemical substances, we look forward to future research findings about 1260670-05-0

3-Bromo-8-chloro-1,7-naphthyridine, cas is 1260670-05-0, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

Starting compound 5 (9.6g, 39.4mmol, 1eq),Vinylboronic acid pinacol ester (6.68g, 43.4mmol, 1.1eq),Sodium carbonate (20.9g, 197.1mmol, 5eq) was added to the THF-water (4: 1,480mL, 50V) mixed solvent,After nitrogen substitution, tetratriphenylphosphine palladium (911.2mg, 0.79mmol, 0.02eq) was added,After nitrogen replacement again, stirring and heating to reflux,After 1.5h, TLC and LCMS analyzed a small amount of raw materials remaining.After the heat was turned off, after the system was concentrated, the residue was extracted three times with EA, and the organic phases were combined,It was washed with saturated brine, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated and column chromatography (EA in Hep 15%),The product compound 6 was obtained as a light yellow solid 5.9 g, and the yield was 76.1%.

With the rapid development of chemical substances, we look forward to future research findings about 1260670-05-0

Reference£º
Patent; Shanghai Changsen Pharmaceutical Co., Ltd.; Wang Zhe; Zhang Jiyong; Zeng Zhihong; (105 pag.)CN111039942; (2020); A;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Some tips on 1260670-05-0

1260670-05-0 3-Bromo-8-chloro-1,7-naphthyridine 72213592, anaphthyridine compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1260670-05-0,3-Bromo-8-chloro-1,7-naphthyridine,as a common compound, the synthetic route is as follows.

Step 1 To a 100 mL sealed tube was added 3~bromo-8-chloro-l,7-naphthyridine K-l (1.00 g, 4.10 mmol), 1,4-dioxane (15 mL) and NH3_H20 (40 mL) at room temperature. The mixture was sealed and stirred at 100 C for 15 h, then cooled and partitioned between water (150 mL) and EtOAc (100 mL). The aqueous layer was extracted with EtOAc (50 mL x 2) and the combined extracts were dried over sodium sulfate, filtered and concentrated in vacuo to afford compound K-2. MS for K-2: m/e = 224 and 226 (M+l).

1260670-05-0 3-Bromo-8-chloro-1,7-naphthyridine 72213592, anaphthyridine compound, is more and more widely used in various.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; CUMMING, Jared, N.; HE, Shuwen; TAOKA, Brandon, M.; TRUONG, Quang, T.; WU, Wen-Lian; (122 pag.)WO2015/187437; (2015); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

New learning discoveries about 1260670-05-0

As the paragraph descriping shows that 1260670-05-0 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1260670-05-0,3-Bromo-8-chloro-1,7-naphthyridine,as a common compound, the synthetic route is as follows.

Starting compound 5 (9.6g, 39.4mmol, 1eq),Vinylboronic acid pinacol ester (6.68g, 43.4mmol, 1.1eq),Sodium carbonate (20.9g, 197.1mmol, 5eq) was added to the THF-water (4: 1,480mL, 50V) mixed solvent,After nitrogen substitution, tetratriphenylphosphine palladium (911.2mg, 0.79mmol, 0.02eq) was added,After nitrogen replacement again, stirring and heating to reflux,After 1.5h, TLC and LCMS analyzed a small amount of raw materials remaining.After the heat was turned off, after the system was concentrated, the residue was extracted three times with EA, and the organic phases were combined,It was washed with saturated brine, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated and column chromatography (EA in Hep 15%),The product compound 6 was obtained as a light yellow solid 5.9 g, and the yield was 76.1%.

As the paragraph descriping shows that 1260670-05-0 is playing an increasingly important role.

Reference£º
Patent; Shanghai Changsen Pharmaceutical Co., Ltd.; Wang Zhe; Zhang Jiyong; Zeng Zhihong; (105 pag.)CN111039942; (2020); A;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Analyzing the synthesis route of 1260670-05-0

The synthetic route of 1260670-05-0 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1260670-05-0,3-Bromo-8-chloro-1,7-naphthyridine,as a common compound, the synthetic route is as follows.

Step 1 To a stirred solution of intermediate A-10 (1.43 g, 3.36 mmol) and 3-bromo-8-chloro-l,7- naphthyridine (0.982 g, 4.03 mmol) in THF (34 ml) was added LHMDS in THF (11.8 ml, 11.8 mmol) at RT. The mixture was stirred at 45 C for 14 h, cooled, and diluted with dichloromethane (200 mL) and water (50 ml). The organic layers were collected, dried with magnesium sulfate, filtered, and concentrated. The residue was purified by column chromatography (120 g of Si02> 0-100% EtOAc in hexane) to provide example 17. MS for example 17: m/e = 532 and 534 (M+l).

The synthetic route of 1260670-05-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; CUMMING, Jared, N.; HE, Shuwen; TAOKA, Brandon, M.; TRUONG, Quang, T.; WU, Wen-Lian; (122 pag.)WO2015/187437; (2015); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem