Heterocyclic Building Blocks-piperidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1187173-43-8,2,7-Diazaspiro[4.5]decan-1-one hydrochloride,as a common compound, the synthetic route is as follows.,1187173-43-8

2,7-Diazaspiro[4.5]decan-1 -one hydrogen chloride (80 mg, 0.420 mmol) was dissolved in dichloromethane (4 mL) and triethylamine (0.1 17 ml_, 0.839 mmol) before the addition of 3,5-bis(trifluoromethyl)benzenesulfonyl chloride (144 mg, 0.462 mmol). After stirring for 20 h the reaction mixture was concentrated in vacuo and the resulting residue was purified by MDAP to give 7-{[3,5-bis(trifluoromethyl)phenyl]- sulfonyl}-2,7-diazaspiro[4.5]decan-1 -one (14 mg, 0.032 mmol, 8% yield) as a white solid. 1 H NMR (400 MHz, DMSO-d6) delta ppm 1 .32 – 1 .63 (m, 3 H) 1.66 – 1 .76 (m, 1 H) 1 .87 – 1 .97 (m, 1 H) 2.00 – 2.08 (m, 1 H) 2.35 – 2.47 (m, 2 H) 3.15 – 3.24 (m, 2 H) 3.47 (d, J=1 1 .45 Hz, 1 H) 3.71 (d, J=1 1 .67 Hz, 1 H) 7.75 (s, 1 H) 8.32 (s, 2 H) 8.55 (s, 1 H). MS ES+ve m/z 431 (M+H).

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

690261-64-4, 2-(Piperidin-4-yl)pyrimidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

690261-64-4, The hydrochloride salt of the PYRIMIDYL PIPERIDINE (Intermediate 8) (67 mg, 0.34 mmol) was combined with Intermediate 4 (100 mg, 0.28 MMOL), triethylamine (46 P. L, 0.35 MMOL), and 4 A powdered molecular sieves (100 mg) in DCM. After 15 minutes at room temperature, sodium triacetoxyborohydride (240 mg, 1.13 mmol) was added and the resulting mixture was stirred for 3 days before being filtered through celite, diluted with DCM and washed with saturated sodium bicarbonate and brine. The organic layer was dried over MGS04, filtered and concentrated under reduced pressure to give a crude oil that was purified by preparative TLC (silica gel, 0.3 % NH40H/2. 7 % MeOH/97 % DCM) to give 110 mg of a colorless oil. Resolution of the individual diastereomers was accomplished by HPLC using a ChiralPak AD column eluting with 30 % isopropanol/hexanes to give 2 single diastereomers and a single mixture of the 2 other diastereomers. First peak 10 mg: ESI-MS calc. for C28H35F3N40: 500.28 ; found 504 (M+H). Second peak 11 mg: ESI-MS calc. for C28H35F3N40: 500.28 ; found 504 (M+H). Third peak 7.0 mg ESI-MS calc. for C28H35F3N40: 500.28 ; found 504 (M+H).

690261-64-4 2-(Piperidin-4-yl)pyrimidine hydrochloride 56965759, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK & CO., INC.; MERCK SHARP & DOHME LIMITED; WO2004/94371; (2004); A2;,
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.

Step 1 A mixture of 1-benzyl-4-piperidone (XXV, Chart G, 24.5 mL, 0.1295 mol), N-methylamine hydrochloride (44.75 g, 0.6628 mol) and methanol (50 ml) is stirred for 35 minutes at 20-25, at which time additional methanol (10 ml) is added. The mixture is then cooled in an ice bath and a solution of sodium cyanoborohydride (9.1749 g, 0.1460 mol) in methanol (68 ml) is added to the mixture. The mixture is stirred for 5 min and then is allowed to warm to 20-25. After 1.25 hr the mixture is concentrated under reduced pressure and saturated aqueous sodium bicarbonate is added. After stirring for 1 hr, the mixture is extracted with dichloromethane and the organic phases are combined, backwashed with saline, dried with magnesium sulfate and concentrated under reduced pressure to give (XXVII). The material is upgraded by forming the dihydrochloride salt and collecting the resulting solids. The dihydrochloride salt is further upgraded by trituration with dichloromethane. The free base (XXVII) is recovered by slurrying the dihydrochloride salt (7.5204 g, 0.02713 mol) in dichloromethane and adding enough saturated sodium bicarbonate to dissolve all the solids and then extracting the aqueous layer exhaustively with dichloromethane to obtain N-(1-benzylpiperidin-4-yl)-N-methylamine (XXVII), MS (m/z) 204; IR (neat) 2942, 2796, 2775, 743 and 2749 cm-1.

3612-20-2, 3612-20-2 1-Benzylpiperidin-4-one 19220, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Pharmacia & Upjohn Company; US5877317; (1999); A;,
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 (150 mg, 0.973 mmol) was dissolved in a mixture of triethylamine (0.542 mL, 3.89 mmol) and dichloromethane (10 mL), and 3-chloro-4- [(trifluoromethyl)oxy]benzenesulfonyl chloride (344 mg, 1.167 mmol) was added. After 16 h the reaction mixture was concentrated in vacuo and the resulting residue was purified by silica column chromatography on SP4 (gradient elution: 0 – 20% MeOH – DCM) to give 7-({3-chloro-4-[(trifluoromethyl)oxy]phenyl}sulfonyl)-2,7- diazaspiro[4.5]decan-1 -one (350 mg, 0.839 mmol, 86% yield) as a white solid. 1 H NMR (400 MHz, DMSO-d6) delta ppm 1 .37 – 1.49 (m, 2 H) 1.49 – 1.65 (m, 1 H) 1.65 – 1 .76 (m, 1 H) 1.88 – 2.08 (m, 2 H) 2.27 – 2.40 (m, 2 H) 3.19 (t, J=6.63 Hz, 2 H) 3.36 (d, J=1 1 .51 Hz, 1 H) 3.64 (d, J=1 1 .62 Hz, 1 H) 7.77 (s, 1 H) 7.80 – 7.87 (m, 2 H) 8.06 (dd, J=1.59, 0.82 Hz, 1 H). MS ES+ve m/z 413 (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

61995-20-8, Benzyl 3-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

61995-20-8, To a solution of Compound 1 (5.0 g, 21.5 mmol) and ethyl 2-diazoacetate (3.2 g, 28.1 mmol) in THF (100 mL) was added BF3-Et2O (2.7 mL, 21.5 mmol) at -78 C. under N2. The reaction mixture was stirred at -78 C. for 1.5 h, then warmed to 28 C. slowly and stirred for 1.5 h. The resulting mixture was quenched with NaHCO3 (sat.) and extracted with EA (300 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo to give a crude product, which was purified by flash column chromatography to give a mixture of Compound 2 and 3 (3.4 g, 50%). LCMS: 320.0 [M+1].

61995-20-8 Benzyl 3-oxopiperidine-1-carboxylate 1514169, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Novira Therapeutics, Inc.; Hartman, George D.; US2015/225355; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

53617-36-0, 1-Methyl-4-(piperidin-4-yl)piperazine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2g) (R)-1-(4-amino-3-methyl-5-nitro-benzyl)-2-[4-(4-methyl-piperazin-1-yl)-piperidin-1-yl]-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate A solution of 780 mg (1.5 mmol) (R)-2-(4-amino-3-methyl-5-nitro-phenyl)-1-carboxy-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate, 520 mg (1.6 mmol) TBTU, 350 muL (2.1 mmol) ethyldiisopropylamine in 30 mL THF and 5 mL DMF was stirred for 1 h at RT, then combined with 300 mg (1.6 mmol) 1-methyl-4-piperidin-4-yl-piperazine and stirred for 4 h at RT. The reaction solution was combined with 100 mL semisaturated NaHCO3 solution and extracted twice with 50 mL EtOAc. The organic phases were dried over Na2SO4, filtered and evaporated down i.vac. The residue was dissolved in a little DCM, combined with diethyl ether, the precipitate was suction filtered and dried. Yield: 1.0 g (97percent of theory) ESI-MS: (M+H)+=677 Rf=0.46 (Polygram-Alox, DCM/MeOH 25:1)

53617-36-0, 53617-36-0 1-Methyl-4-(piperidin-4-yl)piperazine 795707, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Boehringer Ingelheim International GmbH; US2005/256099; (2005); 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.220394-97-8,1-Boc-4-(Cbz-amino)piperidine,as a common compound, the synthetic route is as follows.

tert -Butyl 4-(((benzyloxy)carbonyl)amino)piperidine-l-carboxylate (49.0 g, 0.147 mol) in a solution of HC1 in MeOH (4N, 400 mL) was stirred at 23 C for 2 h. The reaction mixture was concentrated to give benzyl piperidin-4-ylcarbamate hydrochloride as a yellow solid. ‘H NMR (400 MHz, CD3OD): delta 7.37- 7.31 (m, 5H), 5.10 (s, 2H), 3.74 -3.71 (m, 1H), 3.43-3.39 (m, 2H), 3.10- 3.07 (m, 2H), 2.15- 2.10 (m, 2H), 1.75 (dd, J = 10.4, 22 Hz, 2H).

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; MERCK SHARP & DOHME CORP.; CROWLEY, Brendan; FRALEY, Mark; POTTEIGER, Craig; GILFILLAN, Robert; PATEL, Mehul; ARRINGTON, Ken; MITCHELL, Helen; SCHIRRIPA, Kathy; MCWHERTER, Melody; BIFTU, Tesfaye; NAIR, Anilkumar; WANG, Cheng; YANG, De-Yi; ZHU, Cheng; KAR, Nam Fung; HUANG, Xianhai; CHEN, Lei; ZHOU, Wei; LIU, Qingsheng; CAI, Jiaqiang; WO2015/161011; (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.118511-81-2,1-(Piperidin-4-yl)-1H-indole,as a common compound, the synthetic route is as follows.

PREPARATION 13 1-N-(1-N-(Cyclopropylmethyl)-piperidin-4-yl)-indole To a solution of 1-N-(piperidin-4-yl)-indole (0.6 g, 3 mmol) in dry ethanol (4 mL) was added anhydrous potassium carbonate (680 mg, 4.9 mmol). After stirring for 15 minutes at ambient temperature, bromomethylcyclopropane (0.29 mL,4.5 mmol) was added. Stirring was continued overnight. An additional amount of carbonate (0.22 g) and bromomethylcyclopropane (0.14 mL) was added. After 3 hours, the reaction mixture was quenched with water and extracted with ethyl acetate (3*). The combined organic phase was washed with water, dried, evaporated, and purified by column chromatography on silica gel eluding with methylene chloride/ethanol (98:2). Evaporation of the eluding solvent gave the title compound as an oil (480 mg, 63% yield)., 118511-81-2

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

Reference：
Patent; Eli Lilly and Company; US5545636; (1996); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

923565-91-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.923565-91-7,N-(3-Fluorophenyl)piperidin-4-amine hydrochloride,as a common compound, the synthetic route is as follows.

Description 19: 1,1-Dimethylethyl (2S)-4-{[4-(2-{4-[(3-fluorophenyl)amino]-1-piperidinyl}-2-oxo- ethyl)phenyl]methyl}-2-methyl-1-piperazinecarboxylate (D19). A mixture of D18 (27.8g, 79.8mmol), /V-p^dimethylaminot°ropylJ-Lambda/1- ethylcarbodiimide hydrochloride (22.9g, 119.7mmol), 1-hydroxybenzotriazole hydrate (16.2g, 119.7mmol), triethylamine (45ml, 319.1mmol) and D56b hydrochloride salt (18.4g, 79.8mmol) in dry DMF (400ml) was stirred at room temperature overnight. The solvent was removed in vacuo and the residue re-dissolved in DCM (300ml), washed with 2M NaOH (2x200ml), water (200ml) and brine (200ml). All aqueous washings were combined and back extracted with DCM (2x100ml). The combined organics were dried and concentrated to give a solid which was purified by chromatography (silica pre-washed with 50% EtOAc/hexane). Elution with 70% EtOAc/hexane gave the title compound as a white solid (34.95g). deltaH (CDCI3, 400MHz) 7.28 (2H, d), 7.19 (2H, d), 7.07 (1 H, t), 6.23-6.40 (3H, m), 4.52 (1H, m), 4.17 (1 H, m), 3.78-3.88 (2H, m), 3.74 (2H, s), 3.60 (1 H, d), 3.40 (1 H, d), 3.43 (1 H, m), 3.38 (1 H, d), 3.06-3.17 (2H1 m), 2.89 (1H, m), 2.74 (1 H, m), 2.57 (1H, m), 1.94- EPO 2.13 (4H, m), 1.45 (9H1 s), 1.32 (1 H, m), 1.21 (3H, d), 1.09 (1H, m). MS (ES) MH+ 525.

The synthetic route of 923565-91-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO GROUP LIMITED; WO2007/12479; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1187173-43-8,2,7-Diazaspiro[4.5]decan-1-one hydrochloride,as a common compound, the synthetic route is as follows.

To a solution of 2,7-diazaspiro[4.5]decan-1 -one hydrochloride (0.572 g, 3 mmol) and triethylamine (0.836 mL, 6.00 mmol) in dichloromethane (15 mL), cooled in an ice- water bath, was added 3-bromo-5-(trifluoromethyl)benzenesulfonyl chloride (0.971 g, 3.00 mmol). The reaction was allowed to warm to room temperature and stirred for 18 hours. The reaction was diluted with dichloromethane (35 mL), washed with water (30 mL), passed through a hydrophobic frit and reduced in vacuo. The residue was purified by silica chromatography (Biotage SP4) eluting with 60% EtOAc in iso- hexanes (3 column volumes), a gradient from 60 – 100% EtOAc (over 9 column volumes) then EtOAc (3 column volumes) to yield 7-{[3-bromo-5- (trifluoromethyl)phenyl]sulfonyl}-2,7-diazaspiro[4.5]decan-1 -one (798 mg, 1 .808 mmol, 60% yield) as a white solid. 1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 1 .61 – 1 .88 (m, 4 H) 2.01 – 2.1 1 (m, 1 H) 2.35 (td, J=1 1 .37, 3.45 Hz, 1 H) 2.43 (td, J=8.69, 4.1 1 Hz, 1 H) 2.48 (dd, J=1 1 .48, 0.96 Hz, 1 H) 3.34 – 3.50 (m, 2 H) 3.57 (dt, J=1 1 .51 , 1 .78 Hz, 1 H) 3.89 (dd, J=1 1 .65, 1.56 Hz, 1 H) 5.77 (br. s., 1 H) 7.89 – 7.92 (m, 1 H) 7.99 (d, J=0.55 Hz, 1 H) 8.04 (t, J=1.45 Hz, 1 H). MS ES+ve m/z 441 (M+H).

1187173-43-8, 1187173-43-8 2,7-Diazaspiro[4.5]decan-1-one hydrochloride 45074126, apiperidines compound, is more and more widely used in various fields.

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