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.,1260670-05-0

[(R)-5-(5-Amino-2-fluoro-phenyl)-5-difluoromethyl-5,6-dihydro-2H-[1 ,4] oxazin-3-yl]-carbamic acid tert-butyl ester (CAS registry 1262859-09-5) (250 mg, 0.696 mmol) and 3-bromo-8- chloro-[1 ,7]naphthyridine [Heteroaryl 1] (186 mg, 0.765 mmol) were dissolved in tert-Butanol (4 ml) in a microwave vial and HCI (0.174 ml of a 4M solution in dioxane) was added. The vial was sealed and heated to 100 C for 1 h. The reaction mixture was cooled to rt and added to a saturated NaHC03 solution (20 ml) and stirred at rt for 10 min.The solution was extracted with DCM (2 x 30 ml). The combined organic layer was washed with NaHC03 solution and brine, treated with MgS04, filtered and to give the desired product. HPLC: RtH9= 0.90 min; ESIMS [M+H]+ = 465.9/467.9(1 Br);1H-NMR (400 MHz, CDCI3): delta 8.90 (s, 1 H), 8.64 (m, 1 H), 8.27 (m, 1 H), 8.08 (d, 1 H), 7.90 (dd, 1 H), 7.10 (dd, 1 H), 6.82 (d, 1 H), 6.34-6.06 (t, 1 H), 4.35 (dd, 1 H), 4.18 (d, 1 H), 4.07 (d, 1 H), 3.96 (d, 1 H).19F-NMR (376 MHz, CDCI3): delta – 1 19.6 (s), (- 126.53) – (- 129.20) (dq).

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

Reference£º
Patent; NOVARTIS AG; HURTH, Konstanze; JACQUIER, Sebastien; MACHAUER, Rainer; RUEEGER, Heinrich; TINTELNOT-BLOMLEY, Marina; VEENSTRA, Siem Jacob; VOEGTLE, Markus; WO2013/54291; (2013); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Share a compound : 1260670-05-0

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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.

Method N B-9 Ex. 3 To a stirred solution of Intermediate B-9 (400 mg, 0.937 mmol) and 3-bromo-8-chloro-l,7- naphthyridine (252 mg, 1.03 mmol) in THF (10 mL) was added LHMDS (1 M in THF, 3.28 mL, 3.28 mmol) at RT. The mixture was stirred at 45 C overnight, quenched with NH CI (sat.) and extracted with DCM. The combined organic extracts were dried over Na2S04 and concentrated. The residue was treated with 5 mL of DCM and 0.5 mL of TFA and stirred at 25 C for 2 h. The mixture was neutralized with NaHC03 and extracted with DCM. The organic layer was washed with brine, dried over Na2S04 and concentrated. The residue was purified by silica column chromatography (PE: EtOAc = 1 : 1) to afford example 3. MS for example 3: m/e = 533 and 535 (M+l).

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

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

Extracurricular laboratory: Synthetic route of 1260670-05-0

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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.

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

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

Simple exploration of 1260670-05-0

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

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

To a solution of 3-bromo-8-chloro-1,7-naphthyridine (2.43g) in toluene (30 mL), EtOH (10 mL), and 10%Na 2CO 3 aq. (10 mL)pd (dppf) Cl 2. DCM (420 mg) was added. 4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborolane (3.1g) was added dropwise under N 2 protection. The mixture was allowed to stir at 100C for 16h. The reaction was quenched by H 2O (50 mL)and extracted by EtOAc for 3 times. Organic layer was combined and washed with brine. The resulting solution was concentrated and purified by silicagel (eluting with hexane-EtOAc using a gradient from 8: 1 to 5: 1) to afford 8-chloro-3-vinyl-1,7-naphthyridine (1.1g)as a brown solid. 88%)., 1260670-05-0

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

Reference£º
Patent; BETTA PHARMACEUTICALS CO., LTD; ZHANG, Yao; WANG, Yiqian; FU, Bang; CHEN, Jie; WANG, Jiabing; DING, Lieming; (43 pag.)WO2020/15716; (2020); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Simple exploration of 1260670-05-0

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

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

Step 2 – Synthesis of tert-butyl (R)-(4-(5-((3-bromo-l, 7-naphthyridin-8-yl)amino)-2- fluorophenyl)-2,4, 7, 7-tetramethyl-l, l-dioxido-l,2,5-thiadiazepan-6-ylidene)carbamate To a solution of 3-bromo-8-chloro-l,7-naphthyridine (205 mg, 0.840 mmol) and (R)-tert- butyl (4-(5-amino-2-fluorophenyl)-2,4,7,7-tetramethyl- 1 , 1 -dioxido- 1 ,2,5-thiadiazepan-6- ylidene) carbamate (300 mg, 0.70 mmol) in DMA (3 mL) was added KHMDS (2.45 mL, 2.45 mmol, 1.0 M in THF). The mixture was heated to 50 C and stirred for 2 h. The mixture was cooled and diluted with ethyl acetate. After separation, the organic layer was washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel, eluting with 0-5% MeOH in DCM, to afford the desired product.

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; CUMMING, Jared, N.; SCOTT, Jack, D.; LIU, Hong; PALANI, Anandan; WO2015/95104; (2015); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

New learning discoveries about 1260670-05-0

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.

Step 1 To a mixture of 3-bromo-8-chloro-l ,7-naphthyridine J-1 (4.00 g, 16.4 mmol), but-2-yn-l-ol (1.78 g, 24.6 mmol), Cs2C03 (8.03 g, 24.6 mmol), and 5-(di-ieri-butylphosphino)-l’,3′,5′- triphenyl-rH-l ,4′-bipyrazole (1.67 g, 3.29 mmol) in THF (40 mL) was added diacetoxypalladium (0.574 g, 1.64 mmol) under N2. The mixture was stirred at 70 C for 4 h and concentrated; the residue was purified directly by silica column chromatography (PE: EtOAc = 3: 1) to afford compound J-2. MS for J-2: m/e = 233 (M+l).

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

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

Application of Benzo[d]isoxazol-3-amine

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The naphthyridine compound, cas is 1260670-05-0 name is 3-Bromo-8-chloro-1,7-naphthyridine, mainly used in chemical industry, its synthesis route is as follows.

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.

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

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

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

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

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