Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.887354-02-1,(3-Chlorophenyl)(piperidin-4-yl)methanone,as a common compound, the synthetic route is as follows.

887354-02-1, iii) (S)-5-[4-(3-Chloro-benzoyl)-piperidin-1-yl]-4-({5-[2-((S)-2-cyclobutylcarbamoyl- pyrrolidin-1 -yl)-2-oxo-ethoxy]-1 -phenyl-1 H-pyrazole-3-carbonyl}-amino)-5-oxo- pentanoic acid; To a solution of 150 mg (S)-2-({5-[2-((S)-2-cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo- ethoxy]-1 -phenyl-1 H-pyrazole-3-carbonyl}-amino)-pentanedioic acid 5-tert-butyl ester in 7 ml DMF were added 62 mul DIPEA, 95 mg HATU and 56 mg 4-(3-chlorobenzoyl)-piperidine. After stirring for 12 h saturated NaHCC>3 solution was added and the mixture loaded on a chem elut cartridge, the crude product being eluted with dichloromethane. The solution was concentrated to a volume of 1 ml and stirred in the presence of 100 mul TFA. After stirring for 4 h the solvents were removed under reduced pressure and the residue purified by preparative HPLC (C18 reverse phase column, elution with a water/MeCN gradient with 0.1 % TFA). The fractions containing the product were lyophilized to yield the pure product. Yield: 135 mg MS(ES+): m/e = 747.

887354-02-1 (3-Chlorophenyl)(piperidin-4-yl)methanone 3645096, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; SANOFIS-AVENTIS; WO2009/80226; (2009); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

923565-91-7, N-(3-Fluorophenyl)piperidin-4-amine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

923565-91-7, Description 29: Phenylmethyl (2R)-4-{[4-(2-{4-[(3-fluorophenyl)amino]-1-piperidinyl}-2-oxoethyl) phenyl]methyl}-2-methyl-1 -piperazinecarboxylate (D29). A mixture of D28 (100mg, 0.261 mmol), Lambda/-[3-(dimethylamino)propyl]-Lambda/’- ethylcarbodiimide hydrochloride (75mg, 0.392mmol), 1-hydroxybenzotriazole (53mg, 0.392mmol), triethylamine (11OuI, 0.784mmol) and D5b hydrochloride salt (60mg, 0.261 mmol) in DMF (2ml) was stirred at room temperature for 3 days. The solvent was removed in vacuo and the residue was purified by chromatography. Elution with 0-10% MeOH/DCM gave the title compound as a colourless oil (136mg). deltaH (CDCI3, 400MHz) 7.31-7.38 (5H, m), 7.28 (2H, d), 7.19 (2H, d), 7.07 (1H, t), 6.23-6.39 (3H, m), 5.13 (2H, AB), 4.52 (1 H, m), 4.27 (1H, br s), 3.88 (2H, m), 3.74 (2H, s), 3.62 (1H, br s), 3.44 (3H, m), 3.16 (2H, m), 2.88 (1H, m), 2.76 (1H, d), 2.59 (1H1 d), 1.94-2.15 (4H, m), 1.32 (1 H, m), 1.26 (3H, m), 1.08 (1H, m). MS (ES): MH+ 559.

923565-91-7 N-(3-Fluorophenyl)piperidin-4-amine hydrochloride 53487143, apiperidines compound, is more and more widely used in various fields.

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.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

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

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

147611-03-8, tert-Butyl 7-azaspiro[3.5]nonan-2-ylcarbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,147611-03-8

To a vial was added (2-chloropyrimidin-5-yl)boronic acid (0.049 g, 0.317 mmol), EtOH (2 mL), and tert- butyl 7-azaspiro[3.5]nonan-2-ylcarbamate (0.056 g, 0.317 mmol) followed by the addition of TEA (0.42 mL, 0.30 mmol). The contents were heated at about 95 C for about 2 h. The mixture was then added to a second vial preloaded with (5)-7-bromo-4-phenyl-3,4-dihydro-lH-benzo[4,5]imidazo[2,l-c][l,4]oxazine (0.040 g, 0.12 mmol, Preparation 24), 2M Cs2C03 (0.12 mL, 0.24 mmol), and SiliaCirf DPP-Pd (0.049 g, 0.012 mmol, 0.25 mmol/g load, SiliCycle Cat R390-100). The contents were heated at about 95 C for about 4 h, the mixture was cooled to rt and filtered through Celite. The to the filtrate was added 2 mL of 4 N HQ in 1,4-dioxane and the reaction was allowed to proceed for about 4 hours. The contents were then dried under nitrogen stream and redissolved in 50% DMSO/MeOH (2 mL). The crude material was purified by preparative HPLC (Table 1 Method k) to give the title compound (0.009 g, 9%); LC/MS (Table 1, Method f) J = 0.53 min; MS m/z: 467 (M+H)+ . (TNF IC50=A).

The synthetic route of 147611-03-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBVIE INC.; BREINLINGER, Eric, C.; COX, Phil, B.; DAANEN, Jerome; DIETRICH, Justin; DJURIC, Stevan; DOMBROWSKI, Amanda, W.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; GOMTSYAN, Arthur; LI, Huan-Qui; LONGENECKER, Kenton; OSUMA, Augustine; ROWLEY, Ann, Marie; SCHMIDT, Robert; VASUDEVAN, Anil; WILSON, Noel; (378 pag.)WO2016/168641; (2016); 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.885279-92-5,1-Boc-1,8-diaza-spiro[4.5]decane,as a common compound, the synthetic route is as follows.

A solution of A2, HBTU (1 eq) and TEA (2 eq) in dry DMF (0.3 M) was stirred at RT for 5 minutes and then TEA (1 eq) and tert-butyl l,8-diazaspiro[4.5]decane-l-carboxylate were added. The mixture was stirred at RT for 16h. The product was purified by preparative RP- HPLC, using H2O/ ACN (0.1% TFA) as eluents. The pooled product fractions were lyophilized and the oily residue (A3) was treated with a DCM/TFA mixture (9:1) at 45 0C for Ih. After removal of the solvents under reduced pressure the oily residue was lyophilized from H2O/ ACN to afford the title compound as a colourless oil.1U NMR (300 MHz, DMSO-d6) delta: 8.70 (2H, br. s), 8.25 (IH, d, J = 7.83 Hz), 8.22-8.14 (IH, m), 7.70-7.58 (2H, m), 7.44-7.35 (2H, m), 7.34-7.23 (2H, m), 6.20 (IH, d, J = 7.86 Hz), 5.56 (2H, s), 3.38-3.19 (4H, m), 3.18-3.03 (IH, m), 2.07 (IH, m), 2.03-1.74 (6H, m), 1.69-1.57 (2H, m). MS (ES) C25H26FN3O2 requires: 419, found: 420 (M+H)+., 885279-92-5

The synthetic route of 885279-92-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2009/27730; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem