Heterocyclic Building Blocks-piperidine

118511-81-2, 1-(Piperidin-4-yl)-1H-indole is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,118511-81-2

A mixture of an intermediate compound 5 (prepared according to A3) (0.00057 mol), l-piperidin-4-yl-2H-indole (0.00029 mol) and PS-NaB(OAc)2H (0.001137 mol) in THF/HOAc 5% (3 ml) and N,N-dimethylformamide (3 ml) was stirred at room temperature for 16 hours and then the reaction mixture was filtered. PS-p- toluensulfonic acid (0.001137 mol) was added to the filtrate and the resulting mixture was stirred at room temperature for 16 hours. The solvent was evaporated and the resin was washed with DMF, with CH2Cl2, with CH3OH, with CH2Cl2 and with dimethyl ether. A saturated CH3OH/NH3 solution, was added to the resin and the mixture was stirred at room temperature for 16 hours, then filtered off and the filtrate was evaporated. The residue was purified by short open column chromatography over silica gel (eluent: EtOAc 100 %). The product fractions were collected and the solvent was evaporated. The residue was precipitated from CH3CN/DIPE, the resulting precipitate was collected and dried. Yield : 0.0076 g of final compound 58 (6 %; (3alpha;, 3aalpha;) racemic mixture)).

The synthetic route of 118511-81-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/56600; (2006); A1;,
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7006-50-0, 4-(Methylamino)-1-benzylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7006-50-0, b) 18.9 g of 1-benzyl-4-methylaminopiperidine as the oil prepared according to a) are taken up in 250 ml of methanol and combined with 8.3 g of cyclopropanecarboxaldehyde and 11.3 g of sodium cyanoborohydride. The mixture is stirred for 5 hours at 40-50 C., then for about another 16 hours at ambient temperature. It is then acidified with 2 N hydrochloric acid, evaporated to dryness in vacuo and the residue is taken up in water. It is washed with ether, made alkaline with concentrated sodium hydroxide solution and extracted with ether/ethyl acetate. The organic extract is dried over sodium sulphate and freed from the solvents in vacuo. 22.7 g 1-benzyl-4-(cyclopropylmethyl-methyl-amino)-piperidine are obtained as a yellowish oil.

As the paragraph descriping shows that 7006-50-0 is playing an increasingly important role.

Reference：
Patent; Pairet, Michel; Pieper, Michael P.; Meade, Christopher J. M.; US2002/169181; (2002); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5274-99-7,1-Benzoylpiperidine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

A mixed solution of methyl (2R, 3S)-2-AMINO-3- (LH-INDOL-3- yl) butanoate (1.28 g), 1-benzoylpiperidine-4-carboxylic acid (1.54 g), WSC (1.58 g) and HOBt (1.10 g) in acetonitrile (50 mL) was stirred at room temperature for 16 hrs. The reaction solution was diluted with ethyl acetate, a saturated aqueous solution of sodium carbonate was added and the mixture was subjected to extraction. The extract was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate = 1/1-1/4-ethyl acetate) to give the title compound as a pale yellow powder (2.01 g, yield 82%). LC/MS (ESI) m/z 448 (M+H+)., 5274-99-7

The synthetic route of 5274-99-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; TAKEDA CHEMICAL INDUSTRIES, LTD.; WO2004/46107; (2004); A1;,
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Piperidine | C5H11N – PubChem

1062580-52-2, (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

After (3R,4R)-l-ber)_^l-N,4-dimemylpiperidin-3-amine dihydrochloride (195.5 mg, 0.6 mmol) was dissolved in ethanol(5.0 ml), N,N-diisopropyletheylamine (350.8 2.0 mmol) was added dropwise thereto, and the mixture was stirred at room temperature for 10 minutes. 3,4,6-tric oro-lH-pyrazolo[3,4-d]pyrirnidine (50.0 mg, 0.4 mmol) was added, the temperature was raised to 100 C and stirring was further carried out for 2 hours. Thereafter, the solution was filtered under reduced pressure, and the obtained residue was isolated by column chromatography to obtain a title compound (45.1 mg , yield: 24.9%). NMR (500MHz, CD3OD) delta 7.32-7.21(m, 5H), 5.11-5.07(m, 1H), 3.69(s, 3H), 3.52-3.48(m, 2H), 2.98-2.70(m, 2H), 2.62-2.59(m, 1H), 2.25-2.14(m, 2H), 1.73-1.72(m, 2H), 0.95-0.94(d, J= 5 Hz, 3H), 1062580-52-2

As the paragraph descriping shows that 1062580-52-2 is playing an increasingly important role.

Reference：
Patent; DAEWOONG PHARMACEUTICAL CO., LTD.; KIM, In Woo; HAN, Mi Ryeong; YOO, Jakyung; OH, Yun Ju; KIM, Ji Duck; KIM, Nam Youn; JUN, Sun Ah; LEE, Jun Hee; PARK, Joon Seok; (197 pag.)WO2018/4306; (2018); A1;,
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885279-92-5,885279-92-5, 1-Boc-1,8-diaza-spiro[4.5]decane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 13; 8-[5-({[2-Amino-5-(2-thienyl)phenyl]amino}carbonyl)pyridin-2-yl]-N-ethyl-1,8-diazaspiro[4.5]decane-1-carboxamide; A solution of tert-butyl 1,8-diazaspiro[4.5]-decane-1-carboxylate (600 mg, 2.5 mmol) in 5 mL of CH2Cl2 was treated with CbzCl (528 muL, 3.75 mmol) and NEt3 (697 muL, 5.0 mmol) and stirred for 1 h at room temperature. The reaction mixture was partitioned between EtOAc and saturated NaHCO3, the organic layer was dried (MgSO4), filtered and concentrated. The crude residue was purified by SiO2 gel chromatography (0-100% EtOAc/CH2Cl2). The residue was stirred in 2 mL of TFA and 2 mL of CH2Cl2 for 1 h at room temperature and concentrated. The reaction mixture was neutralized with EtOAc/sat’d NaHCO3 extraction, dried (MgSO4), filtered and concentrated. Formation of the Cbz-protected spirocycle was confirmed by MS (ESI+): cal’d [M+H]+ 275.2, exp. 275.2.

As the paragraph descriping shows that 885279-92-5 is playing an increasingly important role.

Reference：
Patent; Berk, Scott C.; Close, Joshua; Hamblett, Christopher; Heidebrecht, Richard W.; Kattar, Solomon D.; Kliman, Laura T.; Mampreian, Dawn M.; Methot, Joey L.; Miller, Thomas; Sloman, David L.; Stanton, Matthew G.; Tempest, Paul; Zabierek, Anna A.; US2007/117824; (2007); A1;,
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220394-97-8, 1-Boc-4-(Cbz-amino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The tert-butyl 4- (benzyloxycarbonylamino) piperidine-1-carboxylate (6.38 g) obtained in Step 1 was dissolved in 1,4-dioxane (27 mL). Hydrogen chloride / 1,4-dioxane solution (55 mL, 4 M) was added thereto at room temperature, and the mixture was stirred at room temperature for 5 hours. Thereafter, the obtained solution was concentrated under reduced pressure. The obtained residue was washed with tert-butyl methyl ether (150 mL) to give the title compound (4.76 g, yield 92%).

220394-97-8, 220394-97-8 1-Boc-4-(Cbz-amino)piperidine 1514305, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; NIPPON SODA COMPANY LIMITED; IHORI, YOICHI; INOUE, SHUJI; SHIBAYAMA, KOTARO; KANG, CHANG-KYUNG; SHIINOKI, YASUYUKI; NISHIMURA, SATOSHI; (65 pag.)JP2016/222654; (2016); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

768-66-1, The A-1 (11.48g, 41.5mmol) was dissolved in 300mL of THF, cooled to 0 , the mixture was added LTMP (LTMP Synthesis: in 500mL of THF, maintained 0 dissolved 0.13molBuLi, 0.14mol 2, 2,2,6,6-tetramethyl piperidine). 0C reaction was stirred for 2 hours, the reaction was quenched with water 200mL, layer of water, the organic layer was spin-dry, with dichloromethane: petroleum ether = 10: 1 (volume ratio) through the column was isolated as a solid (B-1) ( 4.87g, y = 48%).

768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Jilin Optical and Electronic Materials Co., Ltd; Gao, Chunji; Wang, Shikai; Wang, Zhao; Qin, Cuiying; Yin, Enxin; Cui, Dunzhu; (87 pag.)CN105693631; (2016); A;,
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Piperidine | C5H11N – PubChem

14813-01-5, 1-Benzylpiperidin-3-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1000ml three bottles, a solution of D-CSA (58 g, 0.25 mol) in 116 ml of isopropanol was added dropwise to 478 ml of isopropanol, and the mixture was stirred at room temperature for 1 hour to precipitate a solid. 0 C for 2 hours, filtered, washed with cold isopropanol (30 ml) and dried to give 75 g of (R) -1-benzyl-3-hydroxypiperidine camphorsulfonate. (Ee: 95%) (theory: 105.9 g). (R) -1-benzyl-3-hydroxypiperidine camphorsulfonate having a 95% ee value was recrystallized from 3-fold amounts of isopropanol to give (R) -1-benzyl- Camphorsulfonate (99% ee)., 14813-01-5

The synthetic route of 14813-01-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABA Chemicals Corporation; Lin, ZhiGang; Xu, Jun; Liu, YanQin; Que, limin; Jiang, yueheng; CAI, Tong; (13 pag.)CN103864673; (2016); B;,
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Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.72752-52-4,2-Piperidinobenzonitrile,as a common compound, the synthetic route is as follows.

Example 3-6; 2-(2-(1-piperidinyl)phenyl)hexanoic acid; This acid was prepared in 3 steps from 2-(1-piperidinyl)benzonitrile intermediate (see example 2-1). Step 1; 1-(2-(1-piperidinyl)phenyl)pentan-1-ol; Under anhydrous atmosphere, 2-(1-piperidinyl)benzonitrile (15 g, 80.5 mmol) was solubilized in anhydrous THF (75 ml) and freshly prepared butylmagnesium bromide (242 mmol in 100 ml THF) was added. The mixture was refluxed overnight. The crude was then hydrolyzed with water and acidified with 1M HCl until a pH close to 7 was obtained. The resulting ketone was extracted with ethyl acetate, dried with magnesium sulfate (MgSO4), and concentrated. The residue was taken in methanol (150 ml) and the solution was cooled with an ice bath. Sodium borohydride (6.1 g, 161 mmol) was added portionwise at 0 C. and the crude was warmed to room temperature. Upon total ketone consumption (according to TLC), water was added and the expected compound was extracted with ethyl acetate, dried with magnesium sulfate (MgSO4), and concentrated. The expected product was isolated by silica gel chromatography (cyclohexane/ethyl acetate 95/5). Yield: 55%, 72752-52-4

The synthetic route of 72752-52-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GENFIT; US2006/79696; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 2,2,6,6-tetramethylpiperidine (2.0 mL, 12 mmol) in THF (12 mL) was treated with n-BuLi (7.5mL, 1.60 M in hexane, 12 mmol) at 0 C. After stirring for 1 h at 0 C the solution wasadded to a solution of bromoferrocene (1.32 g, 5.00 mmol) in THF (10 mL) at -78 C.After stirring for 30 min at -78 C and 3 h at -30 C the reaction mixture wastransferred to a suspension of ZnCl2 (1.36 g, 10.0 mmol) in THF (10 mL) at -78 C.Stirring was continued at -78 C for 30 min before the mixture was warmed to roomtemperature, where stirring was maintained for 30 min. To the resulting solution wasadded a solution of 1-bromo-3,5-di-t-butylbenzene (1.48 g, 5.50 mmol) and [Pd(PPh3)4](0.29 g, 0.25 mmol) in THF (10 mL). The reaction mixture was heated to 60 C for 10hours, before the reaction was quenched with a saturated aqueous ammonium chloridesolution. The reaction mixture was extracted with hexane and the combined organicphases were washed with water and dried over MgSO4. After filtration, the filtrate wasevaporated to dryness under reduced pressure and the obtained residue was purified bycolumn chromatography on silica gel (hexane) to give compound 3 (2.01 g, 4.43 mmol,89%). 3: orange solid; m.p. 87-89 C; 1H NMR (300 MHz, CDCl3) delta 1.37 (s, 18H), 4.17(s, 5H), 4.22 (t, J = 2.6 Hz, 1H), 4.43 (dd, J = 2.6, 1.4 Hz), 4.54 (dd, J = 2.6, 1.4 Hz),7.33 (t, J = 1.8 Hz, 1H), 7.55 (d, J = 1.8 Hz, 2H); 13C NMR (75 MHz, CDCl3) delta 31.6 (q),34.8 (q), 66.3 (d), 67.5 (d), 71.0 (d), 72.0 (d), 78.3 (s), 87.7 (s), 120.8 (d), 123.9 (d),135.2 (s), 149.8 (s). Anal. Calcd for C24H29BrFe: C, 63.60; H, 6.45%. Found: C, 63.84;H, 6.48%., 768-66-1

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Sasamori, Takahiro; Suzuki, Yuko; Sakagami, Michiyasu; Miyake, Hideaki; Tokitoh, Norihiro; Chemistry Letters; vol. 43; 9; (2014); p. 1464 – 1466;,
Piperidine – Wikipedia
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