Category: 5747-48-8

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

5747-48-8, A solution of PDBTZ (1 mmol) and alpha-acetoxyethyl 4-nitrophenyl carbonate (1 mmol) in hexamethylphosphoramide (1.3 rnL) is stirred at ambient temperature until complete by thin layer chromatography. The mixture is diluted with water (35 mL) and extracted with diethyl ether. The extract is washed (aqueous sodium hydroxide, water), dried (sodium sulfate), evaporated, and purified by flash chromatography to provide the title compound.

The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; WO2008/79839; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

5747-48-8, A solution of PDBTZ (1 mmol) and alpha-acetoxyethyl 4-nitrophenyl carbonate (1 mmol) in hexamethylphosphoramide (1.3 rnL) is stirred at ambient temperature until complete by thin layer chromatography. The mixture is diluted with water (35 mL) and extracted with diethyl ether. The extract is washed (aqueous sodium hydroxide, water), dried (sodium sulfate), evaporated, and purified by flash chromatography to provide the title compound.

The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; WO2008/79839; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

5747-48-8, Step 4 (E)-2-(4-(Dibenzo[b,f][1,4]thiazepin-11-yl)piperazin-1-yl)ethanol:; A mixture of (E)-11-(piperazin-1-yl)dibenzo[b,f][1,4]thiazepine (1.00 g, 3.385 mmol), 2-bromoethanol (0.500 g, 4.00 mmol), anhydrous potassium carbonate (0.468 g, 3.386 mmol), sodium iodide (0.250 g, 1.67 mmol) and 1-butanol (20 mL) was heated at reflux for about 24 hours. The reaction mixture was filtered and the solid was washed with methanol. The combined filtrate and washings were concentrated to provide a crude residue. The residue was purified by chromatography on neutral alumina (2% methanol in dichloromethane) to afford the title product as an off-white solid (0.990 g, 86%). m.p. 57-60 C.; 1H NMR (400 MHz, pyridine-d5, 60 C.) delta 2.53-2.60 (m, 2H), 2.63-2.70 (m, 2H), 2.67 (t, J=5.9 Hz, 2H), 3.46-3.68 (m, 4H), 3.89 (t, J=5.9 Hz, 2H), 6.86-7.59 (m, 8H); IR (film) nu 3134, 1598, 1405, 1265 cm-1; MS 340 (M+1).

The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AUSPEX PHARMACEUTICALS, INC.; US2010/69356; (2010); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

In 5 mL of acetonitrile was dissolved 500 mg (1.693 mmol) of 11-piperazin-l- yldibenzo[b,f][l,4]thiazepine. In 5 mL of acetonitrile was dissolved 197 mg fumaric acid (1.693 mmol) with heating. The solutions were combined resulting in precipitation. The solid redissolved upon heating and then crystallized more slowly upon cooling, generating a free- flowing solid. The mixture did not change overnight. The solids were collected, washed with acetonitrile (5 mL), and dried under vacuum at 400C resulting in 574 mg (82.3%) of crystalline solid, mp 159-163 0C (dec). 1H NMR (DMSOd6) was consistent with the title salt.Polarized light microscopy revealed the rod-shaped crystalline particles. DSC revealed one endotherm at 153.3 0C which appeared to be a melt event preceding eventual decomposition at higher temperatures (Figure 3). TGA revealed 1.4% weight loss in the water/solvent temperature region (Figure 3). DVS indicated that the salt was hygroscopic with isotherms characteristic of hydrate formation (Figure 4). The sorption isotherms of each cycle were different, indicating possible form change. The plateau of the first cycle (diamond) between 50 and 80% RH was about equal to 1 mole equivalent of water. The plateau in the same region of the second cycle (triangle) was equal to about 2.5 mole equivalents gained from the starting point of the second cycle at 0% RH. The observation that the second cycle started at a lower mass than the first cycle was probably due to incomplete drying of the sample prior to the cycling.

The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; WO2007/62336; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

Example 10 2-(2-(4-dibenzo[b,f][1,4]thiazepine-11-yl-1-piperazinyl)ethoxy)ethanol OR 11-[4-[2-(2-hydroxyethoxy)ethyl]-1-piperazinyl]dibenzo[b,f][1,4]thiazepine A 1 liter round bottom flask equipped with stirring rod, thermo pocket, water condenser was charged with solution of 11-piperazinyldibenzo[b,f][1,4]thiazepine in toluene 350 cc [63.0 g (0.22 moles)] and the mixture was stirred for 15 min 25-30 C., and, to which, was added sodium carbonate [41.0 gm (0.39 moles)], tetra butyl ammonium bromide [16.0 gm (0.05 moles)] and 2-(2-chloroethoxy)ethanol [32.0 gm (0.257 moles)] at room temperature. The reaction mixture was heated to reflux at 110-112 C. The reaction mixture was maintained at reflux for 10-12 hrs. The reaction mixture was analyzed by HPLC (to check absence of compound of formula IV) and was cooled to 25 C. to 30 C. To which, was added 150 cc DM water. Then the reaction mixture was stirred for 30 min at 25-30 C. The layers were separated and the aqueous layer extracted with 50 cc toluene. The extracts and the organic layer were combined, and the pH was adjusted to 2-3 using 1N HCl solution in DM (demineralized) water, the reaction mixture was then stirred for 30 min at 25-30 C. The layers were separated and the aqueous layer washed with 100 cc toluene twice. To the aqueous layer was added 250 cc toluene, and the pH was adjusted to 8-10 using sodium carbonate, the reaction mixture was stirred for 30 min at 25-30 C. The layers were separated and the aqueous layer extracted with 125 cc toluene. The extracts and the organic layer were combined, and washed with DM (demineralized) water 300 cc twice. The organic layer was distilled-off under vacuum below 70 C. to afford 2-(2-(4-dibenzo[b,f]-[1,4]thiazepine-11-yl-1-piperazinyl)ethoxy)ethanol Purity of 2-(2-(4-dibenzo[b,f]-[1,4]thiazepine-11-yl-1-piperazinyl)ethoxy)ethanol was 99.0 (area % by HPLC).

5747-48-8, The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Kansal, Vinod Kumar; Ahmad, Suhail; Lal, Kanhaiya; Patil, Bhatu Tumba; US2008/241949; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8, 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5747-48-8

Example 3: l-(4-Dibenzo[b,f] [l,4]thiazepin-ll-yl-piperazin-l-yl)-ethanoneA solution of PDBTZ (1 mmol) (lmmol) in DMF (2 mL) is treated with acetic anhydride (2 mmol) and heated for one hour. The reaction mixture is evaporated to dryness, made basic with aqueous potassium carbonate, and extracted with dichloromethane. The organic portion is washed (water, brine), dried (sodium sulfate), and evaporated. The crude material is purified by flash chromatography to provide the title compound.

The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; WO2008/79838; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

A 1 liter round bottom flask equipped with stirring rod, thermo pocket, water condenser was charged with solution of l l-piperazinyldibenzo[b,f] [l,4]thiazepine in toluene 350 cc [63.0 g (0.22 moles)] and the mixture was stirred for 15 min 25- 30C, and was added sodium carbonate [41.0 gm (0.39 moles)], tetra butyl ammonium bromide [16.0 gm (0.05 mole)] and 2-(2-chloroethoxy)ethanol [32.0 gm (0.257 moles)] at room temperature. The reaction mixture was heated to reflux at 110- 112C. The reaction mixture was maintained at reflux for 10-12 hrs. The reaction mixture was analyzed by HPLC (to check for absence of compound of Formula IV) and was cooled to 25C to 30C. To which, was added 150 cc DM water, then the reaction mixture was stirred for 30 min at 25-30C. The layers were separated and the aqueous layer extracted with 50 cc toluene. The extract and the organic layer were combined, to which was added 250 cc water and was acidified with acetic acid to obtain a pH of 2-3. The reaction mixture was stirred for 30 min at 25-30C. The layers were separated and the aqueous layer washed with 100 cc toluene twice. To the aqueous layer was added 250 cc toluene, and the pH was adjusted to 8-10 using sodium carbonate, the reaction mixture was stirred for 30 min at 25-30C. The layers were separated and the aqueous layer extracted with 125 cc toluene. The extract and the organic layer were combined, to which was washed with DM (dimineralized) water 300 cc twice. The organic layer was distilled off under vacuum below 70C to afford 2-(2-(4-dibenzo[b,f]-[l,4] thiazepine-l l-yl-l-piperazinyl)ethoxy) ethanol. Purity of 2-(2-(4-dibenzo[b,fj-[l,4] thiazepine-l l-yl-l-piperazinyl)ethoxy) ethanol was 99.0% (area % by HPLC).

The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2008/121415; (2008); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8, 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In 5 mL of acetonitrile was dissolved 500 mg (1.693 mmol) of 11-piperazin-l- yldibenzo[b,fj[l,4]thiazepine. Ih 5 mL of acetonitrile was dissolved 254 mg (1.693 mmol) of L- tartaric acid with heating. The solutions were combined and a slightly gummy solid precipitated immediately. The mixture was diluted with an additional 5 mL of acetonitrile. The solid did not dissolve, but triturated into a free-flowing solid. The mixture did not change overnight. The solids were collected, washed with acetonitrile (5 mL), and dried under vacuum at 40 0C resulting in 707 mg crystalline solid (93.8%). mp 170-175 0C (dec). 1H NMR (DMSOd6) was consistent with the title salt.Polarized light microscopy showed that the solid was composed of irregularly shaped crystalline particles. DSC revealed two broad endotherms at 118.3 and 175.1 0C (Figure 1). The lower temperature endothermic event is likely due to water loss and the higher temperature endothermic event may be due to a melt followed by decomposition. TGA revealed two weight loss transitions (Figure 1). The lower temperature weight loss transition coincided with the lower temperature DSC event and was measured to correspond to approximately 1 mole equivalent of water. The higher weight loss transition coincided with the higher DSC event. Dynamic vapor sorption (DVS) studies indicated that the salt was hygroscopic (Figure 2). Moisture gain was reversible with little hysteresis and amounts to about 1 mole equivalent at 90% RH which was in addition to the moisture already contained in the salt., 5747-48-8

The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; WO2007/62336; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

Example 1: l-(4-Dibenzo[b,f| [l,4]thiazepin-ll-yl-piperazin-l-yl)-2-methyl-propan-l-oneAn ice-bath-cooled solution of 1 l-iperazin-l-yldibenzo[b,f][l,4]thiazepine (“PDBTZ”, 1 mmol) and triethylamine (1.1 mmol) in dichloromethane (5 mL) is treated with 2-methylpropionic acid chloride (1.1 mmol). The mixture is warmed to ambient temperature and stirred for one hour. Water is added and the mixture is extracted with dichloromethane. The organic portion is washed (brine), dried (sodium sulfate), and evaporated. The crude material is purified by flash chromatography to provide the title compound., 5747-48-8

Big data shows that 5747-48-8 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; WO2008/79838; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8, 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5747-48-8, A solution of but-3-yn-2-one (1 mmol) and PDBTZ (1 mmol), in ethyl acetate (10 mL) is refluxed for two hours. The reaction mixture is washed (water, brine), dried (sodium sulfate), and evaporated. The crude material is purified by flash chromatography to provide the enamine product.

The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; WO2008/79847; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics