Day: March 17, 2022

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

(Example 54) N-(2-Fluoro-4-{[2-({[4-(4-methylpiperazin-1-yl)piperidin-1-yl]carbonyl}amino)pyridin-4-yl]oxy}phenyl)-N’-phenylcyclopropane-1,1-dicarboxamide To a solution of [4-(3-fluoro-4-{[1-(phenylcarbamoyl)cyclopropanecarbonyl]amino}phenoxy)pyridin-2-yl]-N-(phenoxycarbonyl)carbamic acid phenyl ester (100 mg) in N,N-dimethylformamide (2.0 ml) was added 1-methyl-4-(piperidin-4-yl)piperazine (114 mg) at room temperature, followed by stirring for 5 hr. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was washed with a saturated aqueous solution of ammonium chloride and brine in this order, and dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure. The resultant residue was purified by silica gel column chromatography (Fuji Silysia NH, eluent; ethyl acetate, then ethyl acetate:methanol = 95:5). Fractions containing the target compound were concentrated under reduced pressure. A solid was precipitated by addition of diethyl ether to the resultant residue. The solid was collected by filtration. The solid was dried under aeration to provide the titled compound as white powder (28.3 mg, 30 percent). 1H-NMR Spectrum (CDCl3) delta (ppm): 1.40-2.00 (9H, m), 2.29 (3H, s), 2.35-2.70 (8H, m), 2.89 (2H, m), 4.05-4.15 (2H, m), 6.53 (1H, dd, J = 2.4, 5.6 Hz), 6.90-6.95 (2H, m), 7.15 (1H, m), 7.24 (1H, brs), 7.33-7.40 (2H, m), 7.50-7.55 (2H, m), 7.63 (1H, d, J = 2.4 Hz), 8.05 (1H, d, J = 5.6 Hz), 8.22 (1H, m), 8.94 (1H, brs), 9.09 (1H, brs). ESI-MS (m/z): 638 [M+Na]+.

53617-36-0, The synthetic route of 53617-36-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eisai R&D Management Co., Ltd.; EP1889836; (2008); 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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 0.208 g. (0.002 mol) of malonic acid and 0.166 g.(0.001 mol) of 4-substituted benzaldehyde Ia-g and (5 mL) of pyridinewas prepared. Malonic acid is dissolved by shaking andwarming on a steam bath. Catalytic amount of piperidine was thenadded and the mixture was heated at 80-85 C for 1 h. After whichthe mixture was heated under reflux (109-115 C) for an additional3 h. The reaction mixture was then cooled and poured intocold water. The mixture was then acidified by slow addition of concentratedhydrochloric acid with stirring. The formed light crystalswere separated by filtration and washed 4 times with cold water.The crude acid was dissolved in a solution of 5% sodium hydroxide.The resulting solution was filtered, diluted with an additionalwater, and acidified by adding concentrated hydrochloric acid.The formed solid was filtered and washed with cold water. Thesolid was further purified by using methanol as the solvent of crystallizationto yield titled compounds IIIa-g.(E)-3-(4-(Piperidin-1-yl)phenyl) acrylic acid IIIc (E) Yield 87% as reddish purple solid, mp 110 C. IR: (U max, cm-1): 1594 (C=C), 1755 (C=O, COOH), 2928-3420 (OH, COOH). 1H NMR (400 MHz)(DMSO) delta: 1.54 (m, H, piperidine H3, H4, H5), 3.39 (t, 4H, piperidine H2, H6), 6.47 (d, 1H, CH=CH-COOH, J = 16 Hz), 7.01 (d, 2H, aromatic H3, H5, J = 8.8 Hz), 7.50 (d, 1H, CH=CH-COOH, J = 15.8 Hz), 7.65 (d, 2H, aromatic H2, H6, J = 8.8 Hz). MS: m/z (%): 231 (M+, 77%), 232 (M++1, 58%) and base peak at 209 (100%). Anal. Calcd for C14H17NO2: C, 72.70; H, 7.41; N, 6.06. Found: C, 72.84; H, 7.48; N, 6.19., 10338-57-5

10338-57-5 4-(Piperidin-1-yl)benzaldehyde 291354, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Abdel-Atty, Mona M.; Farag, Nahla A.; Kassab, Shaymaa E.; Serya, Rabah A.T.; Abouzid, Khaled A.M.; Bioorganic Chemistry; vol. 57; (2014); p. 65 – 82;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

5810-56-0, 4-Acetamidopiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5810-56-0

Example 3; (2S)-4,4-Difluoro-1-(2-{[1-(2-pyrazinyl)piperidin-4-yl]amino}acetyl)-2-pyrrolidine carbonitrile dihydrochloride; The meaning of Rl is 2-pyrazinyl group, B means a group of formula (1), R2 and R3 mean fluorine atom in general formula (I). a. ) 1- .-4-acetamino-piperidine with (V) general formula-where Ru ils 2- pyrazinyl, Y is COCH3, B is (1) group; 0,45 ml of chloropyrazine (5 mmol) and 1,6 g of 4-acetaminopyperidine (10 mmol) are dissolved in 15 ml of 1-pentanol and heated under reflux for 14 hours. The solvent are evaporated and the residue is purified by column chromatography using ethyl acetate- methanol-25 % aqueous NH3 solution (17: 3: 1) as eluent to result 0,81 g (76 %) of the above crystalline product. M. p.: 158-160C. 1H-NMR (200 MHz, DMSO-d6) : 3 1.34 (dq, 2H), 1.78 (m, 5H), 3.03 (dt, 2H), 3.74-3. 89 (m, lH), 4.21 (td, 2H), 7.77 (d, 1H, 3′-H), 7.80 (s, 1H, NH), 8. 05 (dd, 1H, 5′-H), 8.31 (d, 1H, 6′-H).

5810-56-0 4-Acetamidopiperidine 1445156, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; SANOFI-SYNTHELABO; WO2003/74500; (2003); 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.118511-81-2,1-(Piperidin-4-yl)-1H-indole,as a common compound, the synthetic route is as follows.

General procedure: To a solution of A (16.64 g, 52 mmol) in CH2Cl2 (45 mL) was added TFA (30 mL) slowly at rt. The mixture was stirred at rt for 3 h (monitor by HPLC). The mixture was concentrated to remove most of solvent and TFA. The crude product was partitioned in CH2Cl2/H2O (100 mL/50 mL) and stirred. Then, 3N NaOH(aq) was added slowly until the pH value of aqueous layer is >11. The aqueous layer was then extracted with CH2Cl2 (100 mL x 10). The combined CH2Cl2 layer was dried (Na2SO4) and filtered. After removal of solvent, the crude product (free base) was dissolved in Et2O (100 mL) and 1N HCl (1M in Et2O, 60 mL, 60 mmol) was added slowly at 0 C. Then, the mixture was allowed to warm to rt for another 30 min. Hexane (100 mL) was added and stirred for 15 min. The white solid was then filtered and washed with 50% Et2O/hexane (30 mL x 3) and dried to give 12.82 g of intermediate B (96%) as a white HCl salt.

118511-81-2, 118511-81-2 1-(Piperidin-4-yl)-1H-indole 14090755, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Yang, Shyh-Ming; Tang, Yuting; Rano, Thomas; Lu, Huajun; Kuo, Gee-Hong; Gaul, Michael D.; Li, Yaxin; Ho, George; Lang, Wensheng; Conway, James G.; Liang, Yin; Lenhard, James M.; Demarest, Keith T.; Murray, William V.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 5; (2014); p. 1437 – 1441;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

221874-51-7, (R)-tert-Butyl (2-oxopiperidin-3-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 1 L sealed tube, to a solution of (R)-tert-butyl (2-oxopiperidin-3-yl)carbamate (23 g, 110 mmol) in 1,4-dioxane (300 mL) was added 1,4-dibromobenzene (28 g, 120 mmol), potassium phosphate tribasic (34 g, 160 mmol), cuprous iodide (8.2 g, 43 mmol), Nu,Nu’- dimethylethylenediamine (4.7 ml, 43 mmol). The reaction mixture was purged with Argon for 10-15 minutes and then heated to 60 C for overnight. The reaction mixture was diluted with ethyl acetate (250 mL) and washed with brine solution (200 mL). The organic layer was dried over Na2S04 and concentrated to produce the crude product. The crude compound was purified through 330 gm Silica column and was eluted with ethylacetate:pet-ether (40:60) to achieve off white solids of tert-butyl (l-(4- bromophenyl)-2-oxopiperidin-3-yl)carbamate (20 gm). Chiral SFC analysis of the purified product showed -10% epimerization. The compound was then purified via SFC to afford Intermeidate la (15 gm, 40 mmol, 38% yield) as a white solid. MS(ESI) m/z: 369.0/371.0 (M+H). NMR (400 MHz, CDCh): delta ppm 7.48 (d, J = 4.8 Hz, 2H), 7.11 (d, J= 4.8 Hz, 2H), 5.48 (br-s, 1H), 4.25-4.18 (m, 1H), 3.70-3.62 (m, 2H), 2.60-2.52 (m, 1H), 2.08-1.95 (m, 2H), 1.74-1.64 (m, 1H), 1.43 (s, 9H). [a]D25 (c = 0.1, MeOH): +30.0. Chiral Purity (SFC): 99.9%, retention time = 4.15 min (time of Peak-01 (0.105%) = 3.03 min & Retention time of Peak-02 (99.9%) = 4.15 min; Co-Solvent: 0.2%DEA in Methanol; Column: Whelk-01 ( R,R )(250 X 4.6)mm 5u; Column Temperature: 24.5; Total Flow: 3; C02 Flow Rate: 1.8; Co-Solvent Flow Rate: 1.2; Co-Solvent% 40; Back Pressure 100.) Preparative SFC Conditions: Column/dimensions: Whelk(R,R) (250 X 30) mm, 5u; C02%: 70%; Co-solvent%: 30% of (0.2% DEA in methanol); Total Flow: 120 g /min; Back Pressure: 100 bar; Temperature: 30C; UV: 240 nm. Retention time of Peak-01 = 3.20 min & Retention time of Peak-02 = 4.60 min;, 221874-51-7

As the paragraph descriping shows that 221874-51-7 is playing an increasingly important role.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; WURTZ, Nicholas R.; SHIRUDE, Pravin Sudhaker; (113 pag.)WO2017/100390; (2017); 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.

A solution of 294.14 g 1-benzylpiperidin-4-one in 2.1 L methanol was added to a solution of 448 g ammonium carbonate in 2.1 L hot water. The yellow turbid reaction mixture was cooled with an ice bath. A solution of 77 g sodium cyanide in 200 ml water was added dropwise over 10 min (exothermic.). After the addition the ice bath was removed and the reaction mixture was stirred at ambient temperature for 3 days. The resulting precipitate was filtered, washed with water (3×) and dried in a vacuum oven at 50 C. to obtain the intermediate I.38. [0268] Yield: quantitative, 3612-20-2

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

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; Dahmann, Georg; Fiegen, Dennis; Fleck, Martin; Hoffmann, Matthias; Klicic, Jasna; East, Stephen Peter; Napier, Spencer Charles R.; Scott, John; US2013/23502; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

140695-84-7, (S)-N-Boc-3-Piperidinemethanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

g)2) Analogously to e), f) and g)1), from t-butyl (S)-3-hydroxymethyl-1-piperidinecarboxylate there is obtained t-butyl (R)-3-aminomethyl-1-piperidinecarboxylate, [alpha]D25 =+23.0 (c=0.4, EtOH)., 140695-84-7

Big data shows that 140695-84-7 is playing an increasingly important role.

Reference：
Patent; Hoffmann-La Roche Inc.; US5405854; (1995); 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.710972-40-0,tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a suspension mixture of 3-oxo-3,4-dihydro-2/-/-pyrido[3,2-jb][1 ,4]thiazine-6- carboxylic acid (60 mg, 0.28 mmol) in DCM (3 mL) were added oxayl chloride (0.13 mL, 1.4 mmol) and the catalytic amount of DMF. After 2.5 h at 25 0C, the mixture was concentrated to provide a brown residue which was re-dissolved in anhydrous DCM (1 mL). The solution was treated with a solution of 1 ,1 -dimethylethyl 4-{[2- (methyloxy)ethyl]amino}-1 -piperidinecarboxylate (80 mg, 0.25 mmol) with triethylamine (0.08 mL, 0.25 mmol). After stirred at 25 0C for 12 hr, the mixture was partitioned between DCM and the aqueous solution of Na2CO3. The aqueous phase was extracted several times with DCM. The organic fractions were combined, concentrated and purified with column chromatography (silica, 0-10% MeOH in DCM) to generate the title compound as an off-white solid (100 mg, 71%): LC/MS (ES) m/e 451 (M+H)+

710972-40-0, The synthetic route of 710972-40-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXO GROUP LIMITED; WO2007/16610; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

191732-76-0, 5-Amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione (2) (30 mg, 0.11 mmol) in DMF (1 mL) was added Cs2CO3 (35.77 mg, 0.11 mmol) and CH3I (0.01 ml, 0.11 mmol) at room temperature. The reaction mixture was stirred for 2 h at the same temperature, and additional 1 eq of CH3I (0.01 ml, 0.11 mmol) was added. Reaction mixture stirred for an additional 2 h at room temperature. The reaction was diluted with AcOEt (10 mL) and then quenched with aqueous HCl (1 N, 1 mL), the pH was adjusted to 7-8 using an aqueous solution of NaHCO3. Organic phase was separated, washed with brine (5 mL, 5*), dried (Na2SO4), and evaporated under vacuum. Crude product was purified by PTLC (DCM:MeOH:NH4OH, 90:9:1) to give 28 mg of pure product (3) as a yellow solid (88% yield). 1H NMR (500 MHz, DMSO-d6) delta 7.52 (d, J=8.2 Hz, 1H), 6.94 (d, J=2.0 Hz, 1H), 6.83 (dd, J=8.2, 1.5 Hz, 2H), 6.57 (s, 2H), 5.09 (dd, J=13.0, 5.3 Hz, 1H), 3.00 (s, 3H), 2.96-2.85 (m, 1H), 2.78-2.68 (m, 1H), 2.61-2.43 (m, 1H), 2.01 (ddd, J=9.9, 5.5, 2.7 Hz, 1H). 13C NMR (151 MHz, DMSO-d6) delta 172.24, 170.35, 168.08, 167.56, 155.70, 134.63, 125.69, 117.38, 116.56, 107.49, 49.59, 31.57, 27.02, 21.85 LC/MS (ESI); m/z [M+H]+ Calcd. for C14H14N3O4, 288.0984. Found 288.0987., 191732-76-0

The synthetic route of 191732-76-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Yale University; Crews, Craig M.; Jaime-Figueroa, Saul; Toure, Momar; US2019/276459; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

914988-10-6, tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,914988-10-6

Into a 250-mL round-bottom flask, was placed tert-butyl 3-cyano-4-oxopiperidine-l-carboxylate (5 g, 22.30 mmol, 1.00 equiv), NH2NH2H20 (11.1 g, 223 mmol, 10.00 equiv), EtOH (100 mL). The resulting solution was stirred overnight at 25 oC. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with chloroform/methanol (95/5). This resulted in 4.9 g (93%) of tert-butyl 3-amino-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridin-5-carboxylate as a white solid. MS (ES, m/z) [M+H]: 239.

914988-10-6 tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate 42609283, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; THE ROCKEFELLER UNIVERSITY; PONDA, Manish P.; SELNICK, Harold; EGBERTSON, Melissa; BRESLOW, Jan L.; (179 pag.)WO2019/108565; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem