Category: 31166-44-6

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

To a solution of tert-butyl 2,4-dichloro-8- oxo-5,8-dihydropyrido[3,4-d]pyrimidine-7(6H)-carboxylate (0.400 g, 1.26 mmol) in CH2C12 (5.0 mL) was added N,N-Diisopropylethylamine (0.325 g, 2.51 mmol) followed by benzyl 1- piperazinecarboxylate (0.255 mL, 1.32 mmol) and the reaction stirred at ambient temperature for 1.5 h. The reaction mixture was diluted with CH2CI2 (10 mL) and washed with a 0.5M KHSO4 solution (5 mL), followed by a saturated aqueous NaHCCb solution and brine. The organic layer was dried over Na2S04, filtered and concentrated. The crude product was sonicated in 10 mL MTBE and the resulting solid was isolated by vacuum filtration. The solid was dried in vacuo to provide 0.507 g (80%) of the desired product as an off-white solid which was used directly in the next step. ES+APCI MS m/z 502.1 [M+H]+., 31166-44-6

As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference：
Patent; MIRATI THERAPEUTICS, INC.; ARRAY BIOPHARMA, INC.; FISCHER, John, P.; FELL, Jay, Bradford; BLAKE, James, F.; HINKLIN, Ronald, Jay; MEJIA, Macedonio, J.; HICKEN, Erik, James; CHICARELLI, Mark, Joseph; GAUDINO, John, J.; VIGERS, Guy, P.A.; BURGESS, Laurence, E.; MARX, Matthew, Arnold; CHRISTENSEN, James, Gail; LEE, Matthew, Randolf; SAVECHENKOV, Pavel; ZECCA, Henry, J.; (529 pag.)WO2017/201161; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In 2 mL of dimethyl acetamide were combined tert-butyl 4-chloro-5,8-dihydropyrido[3,4-d]pyrimidine-7(6H)-carboxylate (1.0 g, 3.7 mmol), triethylamine (1.0 mL, 7.4 mmol), and benzyl 1-piperazinecarboxylate (0.86 mL, 4.4 mmol). The reaction vessel was sealed and the reaction mixture was heated to 90¡ã C. with stirring. After 5 hours, the reaction was diluted with brine and extracted with methyl t-butyl ether. The combined organic layers were washed sequentially with saturated ammonium chloride and brine, dried over MgSO 4, and concentrated under reduced pressure to a thick oil. The oil was chromatographed (RediSep , 24 g) eluting with 1:1 ethyl acetate/Hexanes to give tert-butyl 4-(4-((benzyloxy)carbonyl)piperazin-1-yl)-5,8-dihydropyrido [3,4-d]pyrimidine-7(6H)-carboxylate (1.3 g, 2.9 mmol, 77% yield). ES+APCI MS m/z 454.2 [M+H] +., 31166-44-6

As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference£º
Patent; Mirati Therapeutics, Inc.; Array BioPharma Inc.; Blake, James F.; Burgess, Laurence E.; Chicarelli, Mark Joseph; Christensen, James Gail; Cook, Adam; Fell, Jay Bradford; Fischer, John P.; Marx, Matthew Arnold; Mejia, Macedonio J.; Savechenkov, Pavel; Vigers, Guy P.A.; Smith, Christopher Ronald; Rodriguez, Martha E.; US2019/144444; (2019); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

31166-44-6, EXAMPLE 2trans-(5-Carbamoyl-adamantan-2-yl)-amide of 4-{5-[4-(2,2-difluoro-cyclopropylmethyl)-piperazin-1-yl]-pyridin-2-yl}-3,4-dihydro-2H-quinoxaline-1-carboxylic acid (compound No. 4) 2.1: tert-Butyl ester of 4-[5-(4-benzyloxycarbonyl-piperazin-1-yl)-pyridin-2-yl]-3,4-dihydro-2H-quinoxaline-1-carboxylic acid10.12 g of tert-butyl ester of 4-(5-bromo-pyridin-2-yl)-3,4-dihydro-2H-quinoxaline-1-carboxylic acid (intermediate 1.1) and 5.7 g of 4-carboxybenzyl piperazine are mixed in 118 ml of toluene, then 0.95 g of tris(dibenzylideneacetone)dipalladium (0), 1.7 g of 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl and 3.5 g of sodium tert-butylate are added. The reaction mixture is heated at 110¡ã C. for 3 h. Then ethyl acetate is added and the mixture is washed once with water and once with a saturated aqueous solution of sodium chloride. The organic phase is dried over magnesium sulfate and concentrated under reduced pressure. The raw product obtained is chromatographed on silica gel, eluting with a gradient of a mixture of heptane/ethyl acetate (90/10 to 0/100). 10.16 g of tert-butyl ester of 4-[5-(4-benzyloxycarbonyl-piperazin-1-yl)-pyridin-2-yl]-3,4-dihydro-2H-quinoxaline-1-carboxylic acid is obtained.M+H+=530.5

31166-44-6 1-Cbz-Piperazine 643495, apiperazines compound, is more and more widely used in various fields.

Reference£º
Patent; SANOFI; US2012/135958; (2012); 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.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

Benzyl 1-piperazinecarboxylate (1.268 mL, 6.575 mmol) and tert-Butyl 2,4-dichloro-5,6-dihydropyrido[3 4-d]pyrimidine-7(8H)- carboxylate (2 g, 6.575 mmol) were dissolved in dimethyl acetamide (10 mL) and treated with N-ethyl-N-isopropylpropan-2-amine (3.445 mL, 19.73 mmol). The reaction mixture was stirred at 85 C for 2 hours. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, washed with water and brine, dried over MgS04, filtered and concentrated. The concentrate was purified by chromatography (CombiFlash, 0%-50% ethyl acetate:Hexanes as the eluent to provide the product (2.69g, 83%). ES+APCI MS m/z 488.2, 490.2 [M+H]+ .

31166-44-6, The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MIRATI THERAPEUTICS, INC.; ARRAY BIOPHARMA, INC.; FISCHER, John, P.; FELL, Jay, Bradford; BLAKE, James, F.; HINKLIN, Ronald, Jay; MEJIA, Macedonio, J.; HICKEN, Erik, James; CHICARELLI, Mark, Joseph; GAUDINO, John, J.; VIGERS, Guy, P.A.; BURGESS, Laurence, E.; MARX, Matthew, Arnold; CHRISTENSEN, James, Gail; LEE, Matthew, Randolf; SAVECHENKOV, Pavel; ZECCA, Henry, J.; (529 pag.)WO2017/201161; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 250 ml round bottomed flask 5-(3-(1-hydroxyethyl)-1-oxo-1H-isochromen-4-yl)thiophene-2-carbaldehyde (Intermediate B37) (780 mg, 2.60 mmol) was dissolved in 30 ml of DCM then acetic acid (0.446 ml, 7.79 mmol) and benzyl piperazine-1-carboxylate (1.503 ml, 7.79 mmol) were added. After few minutes sodium triacetoxyhydroborate (2.75 g, 12.99 mmol) was added and the mixture was stirred at r.t. The mixture was poured into 100 ml of DCM and 100 NaHCO3 sat. sol. then phases were separated and the organic one was concentrated to dryness to leave a brown oil that was immediately purified by chromatography eluting with HexaneEtOAc mixtures to leave the title compound (903 mg, 1.790 mmol, 68.9percent yield) as a yellow oil.UPLC-MS: 0.79 min, 505.12 [M+H]+, method 9, 31166-44-6

As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference£º
Patent; CHIESI FARMACEUTICI S.p.A.; Biagetti, Matteo; Capelli, Anna Maria; Accetta, Alessandro; Carzaniga, Laura; US2015/166549; (2015); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(1) 1-Benzyloxycarbonylpiperazine (19.0 g) was dissolved in pyridine (150 mL) and acetic anhydride (9.0 mL) was added at room temperature. The mixture was stirred for 18 hr. The reaction solution was concentrated under reduced pressure, and a 10percent aqueous citric acid solution was added to the residue. The mixture was extracted with ethyl acetate. The extract solution was washed with saturated brine, dried and concentrated under reduced pressure to give 4-acetyl-1-benzyloxycarbonylpiperazine (22.6 g) as an oil.(2) The above-mentioned compound (7.12 g) was dissolved in tetrahydrofuran (150 mL), and a 1 mol/L lithium bis(trimethylsilyl)amide-tetrahydrofuran solution (41 mL) was added dropwise at -78¡ãC over 40 min. After stirring at said temperature for 1 hr, a solution of ethyl trifluoroacetate (4.85 mL) in tetrahydrofuran (20 mL) was added to the reaction solution. The mixture was gradually warmed to room temperature and stirred for 18 hr. A saturated aqueous ammonium chloride solution was added to the reaction solution, and the mixture was extracted with ethyl acetate. The extract solution was washed with saturated brine, dried and concentrated under reduced pressure. The residue was purified by silica gel chromatography to give 1-benzyloxycarbonyl-4-trifluoroacetoacetylpiperazine (7.35 g) as a pale-yellow solid.(3) In the same manner as in Example 36(1) and using the above-mentioned compound (1.96 g) and phenylhydrazine (0.540 mL), 1-benzyloxycarbonyl-4-(3-trifluoromethyl-1-phenyl-5-pyrazolyl)piperazine (0.416 g) was obtained as an oil.(4) In the same manner as in Example 33(3) and using the above-mentioned compound (416 mg), 1-(3-trifluoromethyl-1-phenyl-5-pyrazolyl)piperazine (286 mg) was obtained as a white solid.(5) In the same manner as in Example 29(1) and using the above-mentioned compound (286 mg) and the title compound (280 mg) of Reference Example 3, 3-{(2S,4S)-1-tert-butoxycarbonyl-4-[4-(3-trifluoromethyl-1-phenyl-5-pyrazolyl)-1-piperazinyl]-2-pyrrolizinylcarbonyl}-1,3-thiazolidine (322 mg) was obtained as a pale-brown powder.(6) In the same manner as in Example 33(5) and using the above-mentioned compound (322 mg), the title compound (294 mg) was obtained as a white solid.1H-NMR(DMSO-d6)delta 2.00-2.28(1H,m), 2.80-4.00(16H,m), 4.44-4.74(3H,m), 6.64(1H,s), 7.44-7.49(1H,m), 7.54-7.59(2H,m), 7.77-7.79(2H,m), 9.03(1H,brs), 10.55(1H,brs).

31166-44-6, The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Mitsubishi Pharma Corporation; EP1426366; (2004); 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.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

31166-44-6, A mixture of benzyl piperazine-1-carboxylate (Aldrich, 3.19 g, 14.5 mmol), 1-(5-fluoro-2-nitrobenzylsulfonyl)naphthalene (5.00 g, 14.5 mmol), and K2CO3 (4.00 g, 29.0 mmol) in DMF (32 mL) was stirred at 100¡ã C. for 3 hours, cooled to room temperature, diluted with water, and extracted with EtOAc. The organic layer was washed with water (3*), dried over Na2SO4, and concentrated in vacuo to provide the title compound (7.82 g, 94percent), characterized by NMR and mass spectral analyses. MS (ES+) m/e 546 (MH+).

As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference£º
Patent; Wyeth; US2009/318470; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

31166-44-6, 1-Cbz-Piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of tert-butyl 2-methylsulfanyl- 4- (trifluoromethylsulfonyloxy)-6,8-dihydro-5H-pyrido[3,4-d]pyrimidine-7-carboxylate (46.0 g, 107 mmol, 1.00 eq) in DMF (500 mL) was added DIEA (27.7 g, 214 mmol, 37.4 mL, 2.00 eq) followed by benzyl piperazine-l-carboxylate (25.9 g, 117 mmol, 22.7 mL, 1.10 eq). The reaction was heated to 100 C for 1 hour under a nitrogen atmosphere. The reaction mixture was poured into ethyl acetate (300 mL), washed with H20 (300 mL x 3) and brine (200 mL), dried over anhydrous Na2S04, filtered and concentrated under vacuum. The residue was purified by column chromatography (Si02, Petroleum ether/Ethyl acetate = 1 :0 to 5: 1) to give tert-butyl 4- (4-benzyloxycarbonylpiperazin-l-yl)-2-methylsulfanyl-6,8-dihydro-5H-pyrido[3,4- d]pyrimidine-7-carboxylate (51.0 g, 96.9 mmol, 90.5 % yield, 92.0 % purity) as a white solid ESI MS m/z 500.3 [M+H]+ ., 31166-44-6

As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference£º
Patent; MIRATI THERAPEUTICS, INC.; ARRAY BIOPHARMA, INC.; FISCHER, John, P.; FELL, Jay, Bradford; BLAKE, James, F.; HINKLIN, Ronald, Jay; MEJIA, Macedonio, J.; HICKEN, Erik, James; CHICARELLI, Mark, Joseph; GAUDINO, John, J.; VIGERS, Guy, P.A.; BURGESS, Laurence, E.; MARX, Matthew, Arnold; CHRISTENSEN, James, Gail; LEE, Matthew, Randolf; SAVECHENKOV, Pavel; ZECCA, Henry, J.; (529 pag.)WO2017/201161; (2017); 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.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

Example 21 7-[(4-tert-Butoxycarbonylpiperazin)-1-yl]-1-ethyl-8-methoxy-2,3,4,5-tetrahydro-1H-1-benzazepine-2-one An oven-dried flask, charged with 7-bromo-1-ethyl-8-methoxy-2,3,4,5-tetrahydro-1H-1-benzazepine-2-one (268 mg, 0.90 mmol), benzyl 1-piperazinecarboxylate (201 mg, 1.08 mmol), Pd(OAc)2 (20.16 mg, 0.09 mmol, 10 mol percent), BINAP (84.12 mg, 0.134 mmol) was purged with argon for 5 min. Anhydrous toluene (1.5 mL) was added via syringe. The flask was opened and sodium tert-butoxide (120.0 mg, 1.26 mmol) was added in one portion. After purging with argon for 3 min, the reaction mixture was stirred and heated at 100¡ã C. for 2 hrs. TLC indicated that the starting material has been consumed. The reaction mixture was allowed to cool to ambient temperature, poured into water, extracted with ethyl acetate, dried over Na2SO4, filtered and evaporated to dryness. Purification of the crude product by flash chromatography on silica gel column eluted with MeOH/DCM (10percent of MeOH in DCM) gave the title compound as brownish foam (266 mg, 73percent). M.P.: amorphous compound MS (FAB): calcd for C22H33N3O4 403.52; found m/e 404 (M+1)+., 31166-44-6

The synthetic route of 31166-44-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Antex Pharma Inc.; US6514965; (2003); B1;,
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.31166-44-6,1-Cbz-Piperazine,as a common compound, the synthetic route is as follows.

Tert-butyl N – [(6-bromohexylamino) – (tert-butoxycarbonylamino) methylene] carbamate (4.23 g) was dissolved in N, N- dimethylformamide (21 mL). To this was added benzylpiperazine-1-carboxylate (2.55 g) and potassium carbonate (1.66 g) sequentially at room temperature. Thereafter, the mixture was stirred at 50 ¡ã C. overnight. It was cooled to room temperature. The resulting solution was poured into water and extracted with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate. It was then filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography to give the title compound (5.04 g, yield 90percent).

31166-44-6, As the paragraph descriping shows that 31166-44-6 is playing an increasingly important role.

Reference£º
Patent; NIPPON SODA COMPANY LIMITED; IHORI, YOICHI; INOUE, SHUJI; SHIBAYAMA, KOTARO; KANG, CHANG-KYUNG; SHIINOKI, YASUYUKI; NISHIMURA, SATOSHI; (65 pag.)JP2016/222654; (2016); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics