Analyzing the synthesis route of 254-60-4

The synthetic route of 254-60-4 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.254-60-4,1,8-Diazanaphthalene,as a common compound, the synthetic route is as follows.

A. A solution of [1,8]naphthyridine (0.2 mmol) and potassium amide (0.8 mmol) in liquid ammonia (20 mL) is stirred at -40 C. for 3 h. The solution is concentrated. Residue is partitioned between EtOAc and water. EtOAc layer is separated and washed successively with water and brine. EtOAc layer is dried over sodium sulfate, filtered and concentrated to give [1,8]naphthyridin-2-ylamine which is used as is for the next step., 254-60-4

The synthetic route of 254-60-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Calvo, Raul R.; Cheung, Wing S.; Player, Mark R.; US2006/116368; (2006); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Extracurricular laboratory: Synthetic route of 254-60-4

254-60-4, As the rapid development of chemical substances, we look forward to future research findings about 254-60-4

1,8-Diazanaphthalene, cas is 254-60-4, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

Synthesis of 2-[1-(2-tert-butyl-6-chloro-5-methyl-pyrimidin-4-yl)-piperidin-4-yl]-[1,8]naphthyridine 20 ml of dimethylacetamide and 5 ml (17.8 mmoles) of diisopropylethylamine are added into a single-necked flask containing 1.5 g (6.84 mmoles) of 2-tert-butyl-4,6-dichloro-5-methyl-pyrimidine and 1.46 g (6.84 mmoles) of 2-piperidin-4-yl-[1,8]naphthyridine. This mixture is heated at 100 C. overnight. The next day 0.2 equivalent of naphthyridine is added and the mixture is heated for another 6 hours. The reaction mixture is returned to ambient temperature before concentrating to dryness. The residue obtained is taken up in a mixture of water, ethyl acetate and a saturated solution of sodium bicarbonate. The organic phase is separated and the aqueous phase reextracted with ethyl acetate. The collected organic phases are dried over magnesium sulphate then the solvent is evaporated off under reduced pressure (2 kPa). The residue is chromatographed on silica gel eluding with a gradient of heptane-ethyl acetate (70-30) to heptane-ethyl acetate (50-50). 1.77 g of expected product is obtained. TLC: Rf=0.50 [silica gel, eluent heptane-ethyl acetate (50-50). 1H-NMR (CDCl3): delta 1.37 (s, 9H, tert-butyl); 2.1 (m, 1H, cyclopropyl); 2.15 (m, 4H, N-CH2–CH–CH2); 2.27 (s, 3H, CH3); 3.1 and 4.05 (2m, 4H, CH2–N–CH2); 3.25 (m, 1H, N-CH2-CH2–CH2-CH2); [(7.48; 8.18; 9.12), 3m, 5H, naphthyridine]. MS: 396 (MH+).

254-60-4, As the rapid development of chemical substances, we look forward to future research findings about 254-60-4

Reference£º
Patent; Proskelia SAS; US2008/58348; (2008); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Downstream synthetic route of 254-60-4

As the paragraph descriping shows that 254-60-4 is playing an increasingly important role.

254-60-4, 1,8-Diazanaphthalene is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,254-60-4

Synthesis of 2-[1-(2-tert-butyl-6-chloro-5-methyl-pyrimidin-4-yl)-piperidin-4-yl]-[1,8]naphthyridine 20 ml of dimethylacetamide and 5 ml (17.8 mmoles) of diisopropylethylamine are added into a single-necked flask containing 1.5 g (6.84 mmoles) of 2-tert-butyl-4,6-dichloro-5-methyl-pyrimidine and 1.46 g (6.84 mmoles) of 2-piperidin-4-yl-[1,8]naphthyridine. This mixture is heated at 100 C. overnight. The next day 0.2 equivalent of naphthyridine is added and the mixture is heated for another 6 hours. The reaction mixture is returned to ambient temperature before concentrating to dryness. The residue obtained is taken up in a mixture of water, ethyl acetate and a saturated solution of sodium bicarbonate. The organic phase is separated and the aqueous phase reextracted with ethyl acetate. The collected organic phases are dried over magnesium sulphate then the solvent is evaporated off under reduced pressure (2 kPa). The residue is chromatographed on silica gel eluding with a gradient of heptane-ethyl acetate (70-30) to heptane-ethyl acetate (50-50). 1.77 g of expected product is obtained. TLC: Rf=0.50 [silica gel, eluent heptane-ethyl acetate (50-50). 1H-NMR (CDCl3): delta 1.37 (s, 9H, tert-butyl); 2.1 (m, 1H, cyclopropyl); 2.15 (m, 4H, N-CH2–CH–CH2); 2.27 (s, 3H, CH3); 3.1 and 4.05 (2m, 4H, CH2–N–CH2); 3.25 (m, 1H, N-CH2-CH2–CH2-CH2); [(7.48; 8.18; 9.12), 3m, 5H, naphthyridine]. MS: 396 (MH+).

As the paragraph descriping shows that 254-60-4 is playing an increasingly important role.

Reference£º
Patent; Proskelia SAS; US2008/58348; (2008); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Extracurricular laboratory: Synthetic route of 254-60-4

254-60-4, As the rapid development of chemical substances, we look forward to future research findings about 254-60-4

1,8-Diazanaphthalene, cas is 254-60-4, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

Step C 2-Chloro-3-cyclopropyl-[1,8]naphthyridine (2-5) A mixture of naphthyridine 2-4 (14 g, 77 mmol) and 100 mL POCl3 and 0.1 mL DMF was refluxed at 120 C. for 3 hr and concentrated. The residue was treated with 300 mL ice-water and solid K2CO3 until pH=9. The mixture was extracted three times with ethyl acetate, washed with brine and dried over MgSO4. After solvent removal, the desired compound 2-5 was obtained as a yellowish solid. 1H NMR (400 MHz, CDCl3): delta9.00 (q, 1H), 8.10 (q, 1H), 7.78 (s, 1H), 7.50 (q, 1H), 2.34 (m, 1H), 1.00 (m, 2H), 0.82 (m, 2H).

254-60-4, As the rapid development of chemical substances, we look forward to future research findings about 254-60-4

Reference£º
Patent; Wang, Jiabing; US2004/38963; (2004); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Some tips on 254-60-4

254-60-4 1,8-Diazanaphthalene 136069, anaphthyridine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.254-60-4,1,8-Diazanaphthalene,as a common compound, the synthetic route is as follows.

Step C: 2-Chloro-3-cyclopropyl-[1,8]naphthyridine (4-5). A mixture of naphthyridine 4-4 (14 g, 77 mmol) and 100 mL POCl3 and 0.1 mL DMF was refluxed at 120 C. for 3 hr and concentrated. The residue was treated with 300 mL ice-water and solid K2CO3 until pH=9. The mixture was extracted with ethyl acetate (*3), washed with brine and dried over MgSO4. After solvent removal, the desired compound 4-5 was obtained as a yellowish solid. 1H NMR (400 MHz, CDCl3): delta 9.00 (q, 1H), 8.10 (q, 1H), 7.78 (s, 1H), 7.50 (q, 1H), 2.34 (m, 1H), 1.00 (m, 2H), 0.82 (m, 2H)., 254-60-4

254-60-4 1,8-Diazanaphthalene 136069, anaphthyridine compound, is more and more widely used in various fields.

Reference£º
Patent; Merck & Co., Inc.; US6410526; (2002); B1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Simple exploration of 254-60-4

254-60-4 1,8-Diazanaphthalene 136069, anaphthyridine compound, is more and more widely used in various.

254-60-4, 1,8-Diazanaphthalene is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,254-60-4

Example 125: 4-Chloro-N-[5-chloro-2-(3,4-dihvdro-2H-H ,81naphthyridine-1 – carbonyl)-pyridin-3-yl]-3-trifluoromethyl-benzenesulfonamide; [00531] 5-Chloro-3-(4-chloro-3-(trifluoromethyl)phenylsulfonamido)picolinic acid (208 mg, 0.50 mmol), 1 ,2,3,4-tetrahydro-[1 ,8]naphthyridine [(135 mg, 1.0 mmol) 1 ,2,3,4-tetrahydro-[1,8]naphthyridine was prepared freshly from 1,8- napthyridine via hydrogenation over Pt2O], BOP (486 mg, 1.1 mmol), DIEA (185 mg, 1.4 mmol) were reacted according to the procedure for the synthesis of 5- chloro-3-(4-chloro-3-(trifluoromethyl)phenylsulfonamido)-picolinic amides. HPLC purification (20 ? 90% gradient of MeCN-water) provided 4-chloro-N-[5-chloro- 2-(3,4-dihydro-2H-[1 ,8]naphthyridine-1-carbonyl)-pyridin-3-yl]-3-trifluoromethyl- benzenesulfonamide: MS m/z. 531.0 (M+H).

254-60-4 1,8-Diazanaphthalene 136069, anaphthyridine compound, is more and more widely used in various.

Reference£º
Patent; CHEMOCENTRYX, INC.; WO2006/76644; (2006); A2;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Downstream synthetic route of 254-60-4

As the paragraph descriping shows that 254-60-4 is playing an increasingly important role.

254-60-4, 1,8-Diazanaphthalene is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. A solution of [1,8]naphthyridine (0.2 mmol) and potassium amide (0.8 mmol) in liquid ammonia (20 mL) is stirred at -40 C. for 3 h. The solution is concentrated. Residue is partitioned between EtOAc and water. EtOAc layer is separated and washed successively with water and brine. EtOAc layer is dried over sodium sulfate, filtered and concentrated to give [1,8]naphthyridin-2-ylamine which is used as is for the next step.

As the paragraph descriping shows that 254-60-4 is playing an increasingly important role.

Reference£º
Patent; Calvo, Raul R.; Cheung, Wing S.; Player, Mark R.; US2006/116368; (2006); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

Brief introduction of 254-60-4

The synthetic route of 254-60-4 has been constantly updated, and we look forward to future research findings.

254-60-4, 1,8-Diazanaphthalene is a naphthyridine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step D Preparation of 3-(5,6,7,8-tetrahydro-[1,8]-naphthyridin-2-yl)-N-Boc-propylamine (1-5) A solution of naphthyridine 1-4 (2.72 g) in methanol (20 mL) was hydrogenated in the presence of 5% rhodium on carbon (2.1 g; containing 63% of water) under 40 psi of hydrogen at 5 C. for 10 hours. The catalyst was filtered through Solka Flok and washed with methanol (25 mL twice). The filtrate and washings were combined, concentrated in vacuo, and dissolved in methanol (6.8 mL). To the solution was added water (6.8 mL) slowly at ambient temperature. The resulting solid was collected by filtration, washed with a mixture of water and methanol (2:1; 5 mL), and dried under vacuum to give the desired crystalline tetrahydronaphthyridine 1-5 (1.9 g). The mother liquor yielded an additional 5% of 1-5; m.p. 95.2-96.3 C. 1H NMR (400 MHz; CDCl3): delta 7.05 (d, J=7.4 Hz, 1H), 6.33 (d, J=7.3 Hz, 1H), 5.45 (bs, 1H), 4.92 (bs, 1H), 3.39 (m, 2H), 114 (s, 9H); J=7.3, 2H), 1.89 (m, 2H), 1.83 (m, 2H), 1.44 (s, 9H); 13C NMR (101 MHz; CDCl3): delta157.1, 156.0, 155.4, 136.7, 113.4, 111.3, 78.6, 41.4, 40.3, 35.0, 29.4, 28.4, 26.2, 21.3.

The synthetic route of 254-60-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Merck & Co., Inc.; US6423845; (2002); B1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem

New learning discoveries about 254-60-4

As the paragraph descriping shows that 254-60-4 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.254-60-4,1,8-Diazanaphthalene,as a common compound, the synthetic route is as follows.

a) 1,2,3,4-Tetrahydro-1,8-naphthyridine 1,8-Naphthyridine (1.0 g, 7.68 mmole) was hydrogenated (50 psi) with 10% Pd/C (100 mg) in absolute ethanol (40 mL) for 18 hr. The mixture was filtered through a pad of Celite and the filtrate was concentrated to give the title compound (1.04 g) which was sufficiently pure for use in the next step: MS (ES) m/e 135 (M + H)+.

As the paragraph descriping shows that 254-60-4 is playing an increasingly important role.

Reference£º
Patent; Affinium Pharmaceuticals, Inc.; EP1226138; (2004); B1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem