Day: March 25, 2022

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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;,
Piperidine – Wikipedia
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;,
Piperidine – Wikipedia
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
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.32559-18-5,Methyl piperidine-2-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

Methyl pipecolinate hydrochloride (9.0 g, 50 mmol) was mixed with pyridine-2- carbaldehyde (5.4 g, 50 mmol) and triethylamine (5.05 g, 50 mmol) in dichloroethane (180 mL) at room temperature. Sodium triacetoxyborohydride (14.8 g, 70 mmol) was added in one portion. After the reaction mixture was stirred at room temperature for 1.5 h, saturated sodium carbonate was added. Then the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried with sodium sulfate, filtered and concentrated to give 10.9 g (93.6%) of the title compound as a pale brown [OIL. LH NMR (CDC13), 6] (ppm): 8.53 (d, 1H), 7.65 (td, 1H), 7.49 (d, 1H), 7.14 (t, 1H), 3.89 (d, 1H), 3.73 (s, 3H), 3. 68 (d, 1H), 3.25 (dd, 1H), 2.97 (m, 1H), 2.25 (m, [1H),] 1.85 (m, 2H), 1.30-1. 76 (m, 4H).

32559-18-5, The synthetic route of 32559-18-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2004/14902; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1187173-43-8, 2,7-Diazaspiro[4.5]decan-1-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,7-Diazaspiro[4.5]decan-1 -one (90 mg, 0.584 mmol) was dissolved indichloromethane (10 mL) and triethylamine (0.163 ml_, 1 .167 mmol), and 3,5- dichlorobenzenesulfonyl chloride (158 mg, 0.642 mmol) was added. After stirring for 17 h the reaction mixture was concentrated in vacuo and the resulting residue was purified by MDAP to give 7-[(3,5-dichlorophenyl)sulfonyl]-2,7-diazaspiro[4.5]decan-1 – one (130.5 mg, 0.352 mmol, 60% yield) as a white solid. 1 H NMR (400 MHz, DMSO- d6) delta ppm 1 .35 – 1 .50 (m, 2 H) 1.50 – 1 .65 (m, 1 H) 1.65 – 1 .76 (m, 1 H) 1.87 – 1 .98 (m, 1 H) 1.98 – 2.09 (m, 1 H) 2.30 (d, J=1 1 .56 Hz, 1 H) 2.33 – 2.41 (m, 1 H) 3.12 – 3.24 (m, 2 H) 3.38 (d, J=1 1.51 Hz, 1 H) 3.65 (d, J=1 1 .51 Hz, 1 H) 7.69 – 7.82 (m, 3 H) 8.04 (t, J=1.89 Hz, 1 H). MS ES+ve m/z 363 (M+H)., 1187173-43-8

As the paragraph descriping shows that 1187173-43-8 is playing an increasingly important role.

Reference：
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; GLEAVE, Robert James; HACHISU, Shuji; PAGE, Lee William; BESWICK, Paul John; WO2011/141728; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3612-20-2,1-Benzylpiperidin-4-one,as a common compound, the synthetic route is as follows.

1-t-Butyl-4-piperidone (47AKU-47) 1-Benzyl-4-piperidone (1.89 g, 10 mmol) was dissolved in 15 ml acetone. Methyliodide (0.90 ml, 15 mmol) was slowly added over 5 min. After 2 hrs magnetic stirring additional Methyliodide (1.8 ml, 30 mmol) was added. After 1 hr magnetic stirring 20 ml diethyl-ether was added. Crude product was collected by filtration and washed with acetone/diethylether. White crystals were dried under vacuum giving 806 mg quartenary salt. TLC (10% methanol in dichloromethane): Rf=0.7. Partly dissolved salt in 5 ml water was added to 50 C. hot mixture of t-Butylamine (120 mg, 1.6 mmol) and Potassiumcarbonate (32 mg, 0.22 mmol) in 3 ml ethanol. The resulting mixture was stirred and heated to reflux (?80 C.) for 1 hr. After cooling water (20 ml) and dichloromethane (20 ml) were added. Phases were separated and aq. phase was re-extracted with dichloromethane and ethylacetate. Combined organic phases were dried over MgSO4 and concentrated on Rotavapor (40 C.) giving 496 mg 47AKU-47. TLC (10% methanol in dichloromethane): Rf=0.3. 1H-NMR (400 MHz, CDCl3): delta=2.82 (4H, t); 2.41 (4H, t); 1.12 (9H, s). 13C-NMR (CDCl3): delta=210.2, 54.3, 46.4, 42.4, 26.6., 3612-20-2

As the paragraph descriping shows that 3612-20-2 is playing an increasingly important role.

Reference：
Patent; ACADIA Pharmaceuticals Inc.; ANDERSSON, Carl-Magnus A.; CROSTON, Glenn; HANSEN, Eva Louise; ULDAM, Allan Kjaersgaard; US2015/259291; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24686-78-0,1-Benzoylpiperidin-4-one,as a common compound, the synthetic route is as follows.

REFERENCE EXAMPLE 10B In the same manner as in Reference Example 2B, omega-cyano-4-isopropoxy-3-methoxyacetophenone, 1-benzoyl-4-piperidone and sulfur were reacted to yield 2-amino-6-benzoyl-3-(4-isopropoxy-3-methoxybenzoyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine, which was then recrystallized from ethyl acetate-hexane to yield yellow prismatic crystals having a melting point of 158 to 160 C., 24686-78-0

The synthetic route of 24686-78-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Takeda Chemical Industries, Ltd.; US6046189; (2000); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem