Downstream synthetic route of 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride

As the paragraph descriping shows that 55112-42-0 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.55112-42-0,4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride,as a common compound, the synthetic route is as follows.

Example-4; Preparation of o-CS-chloropyridin-Z-ylJ-S^-methylpiperazin-l-ylJ-carbonyloxy -7- oxo-5,6-dihydropy rrolo- [3,4-b] -pyrazine (Zopiclone).Mixture of 400 ml dichloromethane, 100 ml dimethyl formamide, 6-(5-chloropyridin-2- yl)-5-hydroxy-7-oxo-5,6-dihydropyrrolo-[3,4-b]-pyrazine (10Og) and N-methyl piperazine carbomoyl chloride hydrochloride (106.Ig) was cooled to 10-15 C. Calcium oxide (42.66g) and dimethyl amino pyridine (2.5g) were added to the mixture. Reaction mixture was warmed to 25-30 C and stirred till completion of reaction. After completion of reaction, mixture was filtered and washed with 400 ml dichloromethane. The dichloromethane layer was concentrated at atmospheric pressure till dryness. 400 ml of methanol was added to residual solid and stirred for 60 min at 25-30 C. Slurry was cooled to 0-5 C and stirred for 60 min at same temperature. Solid was filtered, washed with chilled methanol 2X25 ml and dried at 50-60 C to obtain 126 g of racemic Zopiclone, 55112-42-0

As the paragraph descriping shows that 55112-42-0 is playing an increasingly important role.

Reference£º
Patent; MATRIX LABORATORIES LTD; WO2008/126105; (2008); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Downstream synthetic route of 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride

As the paragraph descriping shows that 55112-42-0 is playing an increasingly important role.

55112-42-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55112-42-0,4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride,as a common compound, the synthetic route is as follows.

Benzyl N-(4-methylpiperazin-1-ylcarbonyl)glycinate may be prepared in the following manner: 4.2 cm3 of triethylamine and 3.02 g of benzyl glycinate hydrochloride are added, at 20 C., to 3 g of 4-methylpiperazin-1-ylcarbonyl chloride hydrochloride in solution in 150 cm3 of tetrahydrofuran. After stirring for 16 hours at 60 C., the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa) and the residue is taken up in 70 cm3 of dichloromethane. The organic phase is successively washed with twice 100 cm3 of a saturated aqueous sodium bicarbonate solution and 70 cm3 of water, and then dried over magnesium sulfate, filtered and concentrated to dryness under reduced pressure (2.7 kPa) to give 1.9 g of benzyl N-(4-methylpiperazin-1-ylcarbonyl)-glycinate in the form of a white solid. 1H NMR spectrum (400 MHz, (CD3)2SO d6, delta in ppm): 2.18 (s: 3H); 2.25 (t, J=5 Hz: 4H); 3.30 (t, J=5 Hz: 4H); 3.80 (d, J=6 Hz: 2H); 5.13 (s: 2H); 7.02 (t, J=6 Hz: 1H); from 7.30 to 7.45 (mt: 5H).

As the paragraph descriping shows that 55112-42-0 is playing an increasingly important role.

Reference£º
Patent; Aventis Pharma S.A.; US6569854; (2003); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride

The synthetic route of 55112-42-0 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.55112-42-0,4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride,as a common compound, the synthetic route is as follows.,55112-42-0

EXAMPLE 3 Preparation of Zopiclone Charged 1.0 Kg (3.81 moles) of 6-(5-chloropyridyl-2-yl)-5-hydroxy-7-oxo-5,6-dihydro-pyrrolo[3,4b] pyrazine in 10.0 L. of methylene chloride and cooled the reaction mixture to 5-10 C. 1.0 Kg of 1-chlorocarbonyl-4-methylpiperazine hydrochloride was added at the same temperature. 1.22 Kg (12 moles) of triethyl amine was added to the reaction mixture followed by addition of N,N-dimethylamino pyridine (0.035Kg) at temperature 5-10 C. in two lots. Reaction mixture was heated to reflux and maintained for 2 hrs. Reaction mixture was cooled to room temperature and 4.5 L. of water was added at 25 C. The organic layer was separated and aqueous phase was extracted with methylene dichloride (2.0 L). The combined organic phase was washed with water (2.0 L), the organic phase was separated and concentrated at atmospheric pressure to obtain crude zopiclone. The crude zopiclone was recrystallized from ethyl acetate and further purified from isopropanol (Yield: 1.2 Kg). EXAMPLE 5; Recycling of (R)-zopiclone and its Conversion to Eszopiclone; (R)-Zopiclone (50 g) was dissolved in 10% HCl (500 ml) and heated up to 70 C. for 3 hrs. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mass was cooled to room temperature, further cooled to 0 C. to 5 C. and filtered to obtain 6-(5-chloropyrid-2-yl)-5-hydroxy-7-oxo-5,6-dihydro-pyrrolo-[3,4-b] pyrazine.(22.4 g). Charged 22.4 g of 6-(5-chloropyridyl-2-yl)-5-hydroxy-7-oxo-5,6-dihydro-5H-pyrrolo [3,4-b] pyrazine in 250ml of methylene chloride and cooled the reaction mixture to 5-10 C. 22.4 g of 1-chlorocarbonyl-4-methylpiperazine hydrochloride was added at the same temperature. 27.32 g of triethyl amine was added to the reaction mixture followed by addition of N,N-dimethylamino pyridine (0.8 gms) at temperature 5-10 C. in two lots. Reaction mixture was heated to reflux and maintained for 2 hrs. Reaction mixture was cooled to room temperature and 100 ml. of water was added at 25 C. The organic layer was separated and aqueous phase was extracted with methylene chloride (50 ml). The combined organic phase was washed with water (50 ml), the organic phase was separated and concentrated at atmospheric pressure to obtain crude zopiclone. The crude zopiclone was recrystallised from ethyl acetate and further purified from isopropanol (Yield: 26.8 gms). The racemic zopiclone thus obtained was resolved using the method given in example 4 to obtain eszopiclone.

The synthetic route of 55112-42-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sawant, Shrikant Dattatraya; Naik, Anil Mahadev; Kavishwar, Girish Arvind; Kavishwar, Smita Girish; US2008/146800; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 55112-42-0

As the paragraph descriping shows that 55112-42-0 is playing an increasingly important role.

55112-42-0, 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55112-42-0, [0218] To a suspension of tert-butyl 5-(2-(3-aminophenyl)quinazolin-4-ylamino)- lH-indazole-1 -carboxylate (100 mg, 0.22 mmol) and 4-methylpiperazine-l-carbonyl chloride hydrochloride (88 mg, 0.44 mmol,) in CH2Cl2 (2 mL) was added Et3N (92 muL, 0.66 mmol) and catalytic amount of DMAP. The reaction mixture was stirred at RT for 2 h after which 2 equivalents each of 4-methylrhoiperazine-l-carbonyl chloride hydrochloride and 3 equivalents OfEt3N were added. Continued to stir at ambient temperature for 16 hours. The reaction was concentrated in vacuo and the residue was purified by flash chromatography on silica (8:1 CH2Cl2MeOH). The product tert-butyl 5-(2-(3-(l- methylpiperazine-4-carboxamido)phenyl)-quinazolin-4-ylamino)-lH-indazole-l- carboxylate was isolated. (160 mg, 100%)

As the paragraph descriping shows that 55112-42-0 is playing an increasingly important role.

Reference£º
Patent; SURFACE LOGIX, INC.; BARTOLOZZI, Alessandra; SWEETNAM, Paul; WO2006/105081; (2006); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about 55112-42-0

As the paragraph descriping shows that 55112-42-0 is playing an increasingly important role.

55112-42-0, 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Other examples are summarized in the following table:, 55112-42-0

As the paragraph descriping shows that 55112-42-0 is playing an increasingly important role.

Reference£º
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2008/2629; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 55112-42-0

55112-42-0 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride 3016934, apiperazines 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.55112-42-0,4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride,as a common compound, the synthetic route is as follows.

55112-42-0, Example 7: Preparation of Zopiclone in acetonitrile[0070] To a slurry of 1 -chlorocarbonyl-4-methyl piperazine hydrochloride(CMP) (5.67g) in acetonitrile (ACN) (150 ml), mechanically stirred under nitrogen at O0C, were added Na2CO3 (4.98 g) and DMAP (0.46g) followed by addition of 7-OH- Py (5g). The reaction mixture was then stirred at 2C for 1.5h, under nitrogen followed by 18h stirring at room temperature and a few hours at reflux. After the reaction completion, the solvent was evaporated, to give a solid that was re-dissolved in Ethyl acetate and water. Phases were separated and the aqueous phase was extracted with Ethyl acetate. The solid formed in the aqueous layer was filtered to give zopiclone crude product (6.13g, yield 64.9%; purity 99.85% by HPLC).

55112-42-0 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride 3016934, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2008/2629; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Analyzing the synthesis route of 55112-42-0

The synthetic route of 55112-42-0 has been constantly updated, and we look forward to future research findings.

55112-42-0, 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55112-42-0, EXAMPLE 107: 4-(4-(l,3-BenzothiazoI-6-ylamino)-7fl-pyrrolo[2,3-rf|-pyrimidin-6-yl)methylpiperazinyI-3,6-dihydropyridine-l(2fl)-yI)-carboxamide.; [342] To a suspension of benzothiazol-6-yl-[6-(l ,2,3,6-tetrahydropyridin-4-yl)-7^-pyrrolo[2,3-J]pyrimidin-4-yl]-amine tris-hydrochloride (200mg, 0.44mmol) in NJJ-dimethylformamide (6mL) was added AfAf-diisopropylethylamine (O.SmL, 3mmol). Thereaction mixture was stirred at 0C for 5min prior to the addition of 4-methylpiperazine-l-carbonyl chloride hydrochloride (87mg, 0.44mmol). The resulting mixture was stirred at 0Cfor Ih, diluted with water (50mL), and the resulting precipitate was collected by filtration,washed with EtOAc (5mL), and dried in vacua to give the title compound. LC-MS (ES,Pos.): 474 [MH+], and ‘H NMR (DMSO-d6, 400 MHz): 5 = 1.99 (s, 3H), 2.24 (m, 4H), 2.50(m, 2H), 3.18 (m, 4H), 3.41 (m, 2H), 3.93 (m, 2H), 6.41 (s, IH), 6.82 (s, IH), 7.87 (d, J= 8.8Hz, IH), 8.04 (d, J= 8.8 Hz, IH), 8.34 (s, IH), 8.91 (s, IH), 9.23 (s, IH), 9.59 (s, IH), 11.99(s, IH).

The synthetic route of 55112-42-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; OSI PHARMACEUTICALS, INC.; WO2006/17443; (2006); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Simple exploration of 55112-42-0

55112-42-0, 55112-42-0 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride 3016934, apiperazines 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.55112-42-0,4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride,as a common compound, the synthetic route is as follows.

To a suspension of tert-butyl 5-(2-(3-aminophenyl)quinazolin-4-ylamino)-lH- indazole-1 -carboxylate (100 mg, 0.22 mmol) and 4-methylpiperazine-l-carbonyl chloride hydrochloride (88 mg, 0.44 mmol,) in CH2Cl2 (2 mL)was added Et3N (92 muL, 0.66 mmol) and catalytic amount of DMAP. The reaction mixture was stirred at RT for 2 h after which 2 equivalents each of 4-methylpiperazine-l-carbonyl chloride hydrochloride and 3 equivalents OfEt3N were added. Continued to stir at ambient temperature for 16 hours. The reaction was concentrated in vacuo and the residue was purified by flash chromatography on silica (8:1 CH2Cl2:Me0H). The product tert-butyl 5-(2-(3-(l- methylpiperazine-4-carboxamido)phenyl)-quinazolin-4-ylamino)- 1 H-indazole- 1 – carboxylate was isolated. (160 mg, 100%)

55112-42-0, 55112-42-0 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride 3016934, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; SURFACE LOGIX, INC.; WO2008/54599; (2008); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Some tips on 55112-42-0

55112-42-0 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride 3016934, apiperazines compound, is more and more widely used in various fields.

55112-42-0, 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55112-42-0, Step 1: Preparation of racemic Zopiclone (I) Example- 1To a mixture of 6-(5-chloropyrid-2-yl)-5-hydroxy-7-oxo-5,6-dihydropyrrolo[3,4-b]pyrazine (100 g), DBU (173.9 g), pyridine (90.25 g) and dichloromethane (1000 ml), 1- chlorocarbonyl-4-methylpiperazine hydrochloride (151.56 g) was added and stirred for 5 hours at 20-25 C. On completion of the reaction, chilled water (1000 ml) was added to it to form a biphasic mixture and the organic phase was extracted. The aqueous phase was further extracted with dichloromethane (1000 ml). The organic phases were combined, washed with water (5 x 1000 ml) and evaporated under vacuum. The resultant solid residue was dissolved in acetonitrile (500 ml), charcoalized with activated carbon (5 gms), filtered on celite bed and washed with acetonitrile (2 x 50 ml). The filtrate and the acetonitrile washings were combined, cooled, stirred for 2 hours at 5 – 10C, filtered and dried to obtain zopiclone. (Yield: 81%; Purity: 99.65% by HPLC).

55112-42-0 4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride 3016934, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; LUPIN LIMITED; WO2009/101634; (2009); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of 55112-42-0

The synthetic route of 55112-42-0 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.55112-42-0,4-Methyl-1-piperazinecarbonyl Chloride Hydrochloride,as a common compound, the synthetic route is as follows.

55112-42-0, Example 6: Preparation of Zopiclone in ACN[0069] To a slurry of l-chlorocarbonyl-4-methyl piperazine hydrochloride(CMP) (4.92g) in acetonitrile (ACN) (75 ml), stirred mechanically at Room temperature and under nitrogen, was added tri-ethyl amine (Et^N) (4.42g). After Et3N addition ended, DMAP (0.46g) was added to the slurry, and after 1-2 min of stirring, 7-OH -Py (5g) was added. The slurry changed its appearance at 7-OH addition. The stirring was applied for 2h at about 00C, then at room temperature for 14h.The reaction was completed after an additional heating (about 9h) at 400C. After cooling to the room temperature the solvent was evaporated, to give a yellowish-brown solid, that was dissolved in CH2CI2 (40 ml) and water (50 ml). Phases were separated while the interphase was left in the aqueous phase. The aqueous phase was extracted with CH2CI2 (40 ml). The combined organic phases were washed with water (50 ml), dried over MgSO4 filtered and evaporated to dryness to give zopiclone crude product (6.17g, yield 82.2%; purity 98.24% by HPLC).

The synthetic route of 55112-42-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2008/2629; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics