Day: November 17, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1174020-40-6,(3S,4R)-tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Sodium hydride, 60% dispersion in mineral oil (CAS-RN: 7646-69-7)(429 mg, 10.7mmol, 1.3 eq) was suspended in 20 mL THF at 0C and the reactants tert-butyl(35,4R)-3-fluoro-4-hydroxypiperidine- 1 -carboxylate (CAS-RN: 955028-88-3) (1900 mg, 8.7 mmol. 1.05 eq), which was synthesized according to Shaw et al. (JOC, 2013, 78, 8892-97.) dissolved in 10 mL THF and 2-chloro-5-nitropyridine (CASRN: 4548-45-2) (1308 mg, 8.3 mmol, 1 eq) dissolved in 10 mL THF were added. Thereaction mixture was allowed to warm up to room temperature, and then it was cooled down to 0C again for about 10 minutes and stirred for 5 h at rt. All volatile components were removed in vacuo and the residue was partitioned between ethyl acetate and water. The combined organic phases were washed with brine and dryed by the use of a Whatman filter. The volatile components of the organic phasewere removed in vacuo. The final purification of this crude material was achieved via preparative MPLC (Biotage Isolera; 100 g KP cartridge: n-hexane/ethyl acetate:1:9 – 2:8) to give 2.4 g (85% yield of theory) of the title compound.1H-NMR (400 MHz, DMSO-d6): oe [ppm] = 1.20 – 1.31 (m, 1 H), 1.40 (5, 9 H), 1.70 -1.96 (m, 2 H), 2.78 – 3.28 (m, 2 H), 3.83 – 4.03 (m, 1 H), 4.15 (5 br, 1 H), 5.31 -5.53 (m, 1 H), 7.08 (d, 1 H), 8.49 (dd, 1 H), 9.06 (d, 1 H)., 1174020-40-6

The synthetic route of 1174020-40-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; SIEMEISTER, Gerhard; HEINRICH, Tobias; PRECHTL, Stefan; STOeCKIGT, Detlef; ROTTMANN, Antje; WO2015/113920; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

7149-42-0, (1-Methylpiperidin-4-yl)methanamine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7149-42-0, A solution of the appropriate chloride (1 eq) (ex: 5-chloro-6-methyl-3-(3- trifluoromethoxy-phenyl)-7,8-dihydro-6H-9-oxa-1 ,2,3a,4,6-pentaaza-cyclopenta- (ajnaphthalene) and the appropriate amine (3 to 5 eq) (ex: 1-methyl-piperidin-4- ylamine) in nBuOH (15 mL/mmol) was heated up to 180- 185C under microwave irradiation for 5 h – 10 h (or 24 h at 160-180C in a silicon bath). The solvent was evaporated under vacuum and the residue was purified by flash chromatography (Isolute/Flash, Sill, 2.5% MeOH with 7N ammonia in DCM) or by semi-preparative HPLC (Gemini C18 (150 10 mm; 5 m), Solvent A: water with 0.1 % formic acid; Solvent B: acetonitrile with 0.1 % formic acid. Gradient: 40% of A to 0% of A).The NH-BOC-protected amines got deprotected in the reaction conditions and reacted giving a mixture of regioisomers. Amine: (1-methyl-4-piperidinyl)methanamineHPLC-MS (method 1): Rt=2.74 min, [ +H]+m/z 419.2.1H NMR (300 MHz, eOD) delta 8.80 (s, 1 H), 8.46 (d, J = 8.1 , 1 H), 8.34 (s, 1 H), 7.73 (d, J = 7.7, 1 H), 7.60 (t, J = 7.9, 1H), 4.43 – 4.35 (m, 2H), 3.44 (d, J = 12.1, 2H), 3.28 (d, J = 6.9, 2H), 3.19 – 3.14 (m, 2H), 3.00 (t, J = 11.5, 2H), 2.76 (s, 3H), 2.68 (s, 3H), 2.24 (s, 1 H), 2.08 (d, J = 10.8, 2H), 1.51 (d, J = 11.7, 2H).

7149-42-0 (1-Methylpiperidin-4-yl)methanamine 81574, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); GARCIA COLLAZO, Ana Maria; PASTOR FERNANDEZ, Joaquin; BLANCO APARICIO, Carmen; RODRIGUEZ HERGUETA, Antonio; MARTIN HERNANDO, Jose Ignacio; RAMOS LIMA, Francisco Javier; HERNANDEZ HIGUERAS, Ana Isabel; SALUSTE, Carl-Gustave Pierre; GONZALEZ CANTALAPIEDRA, Esther; MARTINEZ GONZALEZ, Sonia; SALGADO SERRANO, Antonio; NOYA MARINO, Beatriz; WO2011/80510; (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.123855-51-6,tert-Butyl 4-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Di-tert-buty dicarbonate (88.63 g) in toluene (296 ml) was added to a stirred solution of ethyl isonipecotate (62.88 g) in toluene (317 ml). The reaction mixture was then distilled at atmospheric pressure, removing about 130 ml of distillate, with a final distillation temperature of 112C Sodium bis(2-methoxyethoxy)aluminium hydride (Red- Al, 65% w/w solution in toluene, 161 g) in toluene (220 ml) was then added to the reaction mixture over a period of about 60 minutes. A solution of 0.5 molar Rochelle Salt (191 ml) was added to the reaction mixture and the aqueous phase was separated at 40C. The organic phase was washed with 15% w/v brine (3 x 136 ml) and with water (136 ml). The solution was distilled at atmospheric temperature, removing about 400 ml of distillate, with a final distillation temperature of 112C. Triethylenediamine (51.62 g) was added to the reaction mixture followed by tosyl chloride (87.90 g) in toluene (416 ml) over a period of about 60 minutes. Sodium hydroxide (2nu, 160 ml) was added to the reaction mixture and the organic layer separated and washed successively with water (80 ml), citric acid (0.5M, EPO 80 ml) and water (80 ml). The organic phase was concentrated at reduced pressure with a maximum internal temperature of 70C, collecting about 600 ml of distillate. The solution was cooled to 200C and isohexane (160 ml) was added. Once crystallisation had occurred, further isohexane (320 ml) was added. The product was temperature cycled to 40C, the suspension was cooled to 50C and the product was isolated by filtration and dried at 4O0C. Yield: 127.9 g, 86.5 %; NMR Spectrum (CDCl3) 1.0-1.2 (m, 2H), 1.45 (s, 9H), 1.65 (d, 2H), 1.75-1.9 (m, 2H), 2.45 (s, 3H), 2.55-2.75 (m, 2H) 3.85 (d, IH), 4.0-4.2 (br s, 2H), 7.35 (d, 2H), 7.8 (d, 2H); Mass Spectrum [ESI]: (MNa)+ = 392., 123855-51-6

The synthetic route of 123855-51-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/36713; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

21987-29-1, 4,4-Difluoropiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 100 mL flask was placed 4-[5-(2-tert-butyl-4-pyridyl)-3-thienyl]-3-chloro-benzoic acid (150 mg, 0.40 mmol, 1 eq.) in DMF (10 mL), followed by addition of DIPEA (0.37 mL, 1.61 mmol, 5 eq.) and HATU (307 mg, 0.80 mmol, 2 equiv), and the resulting mixture was stirred for 5 min at RT and 3,3-difluoropiperidine (196 mg, 1.61 mmol, 4 eq.) were added and the mixture stirred at RT under nitrogen atmosphere overnight. The progress of the reaction was monitored by TLC and LCMS. After completion of reaction, the mixture was diluted with water (100 mL) and extracted with EtOAc (2*100 mL), washed with water (4*100 mL) then dried over anhydrous sodium sulfate and the combined organic layer was concentrated under reduced pressure to give a viscous compound, which was purified by reverse phase HPLC process to afford [4-[5-(2-tert-butyl-4-pyridyl)-3-thienyl]-3-chloro-phenyl]-(4,4-difluoro-1-piperidyl) methanone (50 mg) as an off-white solid, the free base. 1H NMR (400 MHz, Methanol-d4) delta (ppm): 8.49 (d, J=5.2 Hz, 1H), 7.91 (s, 1H), 7.78 (s, 1H), 7.71-7.61 (m, 3H), 7.52 (d, J=5.2 Hz, 1H), 7.47 (d, J=7.9 Hz, 1H), 3.87 (t, 2H), 3.62 (t, 2H), 2.08 (t, 4H), 1.42 (s, 9H). LCMS: (M+1) 475.2.

21987-29-1, 21987-29-1 4,4-Difluoropiperidine 2758352, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Medivation Technologies LLC; Pujala, Brahmam; Jangir, Ramniwas; Guguloth, Rambabu; Shinde, Bharat Uttam; Rai, Roopa; Pham, Son Minh; Bernales, Sebastian; Lindquist, Jeffrey; Guha, Mausumee; Kallem, Satyanarayana; Bhatt, Bhawana; Bhagwat, Vikas Ramdas; (162 pag.)US2018/51013; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

336191-17-4, tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,336191-17-4

Step A: teri-Butyl 8-(2-chlorofuro[3,2-i/]pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-2- carboxylateA mixture of teri-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (0.83 g, 3.4 mmol, Alfa Aesar), 2,4-dichlorofuro[3,2-i/]pyrimidine (0.65 g, 3.4 mmol, ArkPharm) and TEA (0.96 mL, 6.9 mmol) in 1,4-dioxane (35 mL) was stirred at about 25 C for about 12 h. Water (4 mL) and EtOAc (25 mL) were added and the layers were separated. The organic layer was concentrated under reduced pressure to give teri-butyl 8-(2-chlorofuro[3,2-i/]pyrimidin-4-yl)-2,8-diazaspiro[4.5]decane-2- carboxylate (1.25 g, 55%): LC/MS (Table 2, Method f) Rt = 2.12 min; MS m/z: 393 (M+H)+.

336191-17-4 tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate 34178604, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; ABBOTT LABORATORIES; CALDERWOOD, David, J.; WILSON, Noel, S.; COX, Philip; HOEMANN, Michael, Z.; CLAPHAM, Bruce; MULLEN, Kelly, D.; VASUDEVAN, Anil; VILLAMIL, Clara I; LI, Bin; SOMAL, Gagandeep; WO2012/48222; (2012); 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.3040-44-6,1-(2-Hydroxyethyl)piperidine,as a common compound, the synthetic route is as follows.

A mixture of 20 mg of 2-(4-bromophenyl)-l,3-benzoxazole-5-carbonitrile (INTERMEDIATE 7), 17 mg of 2-piperidin-l-ylethanol, and 8 mg of sodium hydride (60% dispersion in oil) in 1 mL of toluene was purged and flushed with argon. Tris(dibenzylideneacetone) dipalladium (3 mg) and racemic BINAP (3 mg) were added and the mixture was heated to 800C and stirred overnight at this temperature. The reaction mixture was cooled and added directly to a 1000-muM thin-layer chromatography plate, eluting with 4% isopropanol in CH2Cl2 to provide 3.4 mg (15%) of the title compound. Mass spectrum (ESI)348.3 (M+l). 1H NMR (500 MHz, CDCl3): delta 8.18 (d, J=8.5 Hz, 2H), 8.02 (s, IH), 7.63 (m, 2H), 7.05 (d,J=9 Hz, 2H), 4.26 (t, J=6 Hz, 2H), 3.48 (d, J=3Hz, IH), 2.88 (br t, J=5.5 Hz, 2H), 2.61 (m, 3H), 1.68 (m, 5H), 1.49 (m, IH)., 3040-44-6

As the paragraph descriping shows that 3040-44-6 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; WO2007/70173; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1201935-36-5, 1-(1-Methylpiperidin-4-yl)-1H-pyrazol-4-amine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0483j To a solution of N-(2-(2-chloropyrimidin-4-yl)-6,7,8 ,9-tetrahydro-5H- benzo [7] annulen-5 -yl)-3 -isopropoxyazetidine- 1 -carboxamide (130 mg, 0.32 mmol) in 1,4- dioxane (5 mL) were added 1-ethyl-1H-pyrazol-4-amine (36 mg, 0.32 mmol), Pd2(dba)3 (29 mg, 0.032 mmol), S-Phos (26 mg, 0.064 mmol) and Cs2CO3 (312 mg, 0.96 mmol). The mixture was stirred at 100 C for 2 h. After diluted with water (50 mL), the mixture was extracted with EtOAc (60 mL x 2). The combined organic layers were dried (Na2SO4), filtered and concentrated. The crude product was purified by prep-HPLC (CH3CN/H20 with 0.05% NH4OH as mobile phase) to give N-(2-(2-(( 1-ethyl-i H-pyrazol-4-yl)amino)pyrimidin-4-yl)-6,7,8 ,9-tetrahydro-5H- benzo[7]annulen-5-yl)-3-isopropoxyazetidine-1-carboxamide as a yellow solid (129 mg, yield:73%). [0499j Synthesis of 3 -(tert-butoxy)-N-(2-(2-(( 1 -(1 -methylpiperidin-4-yl)- 1H-pyrazol-4- yl)amino)pyrimidin-4-yl)-6,7, 8 ,9-tetrahydro-5H-benzo [7] annulen-5 -yl)azetidine- 1 -carboxamide was similar to that of Example 161. The residue was purified by prep-TLC (DCM/MeOH=10/1) to give 3-Qert-butoxy)-N-(2-(2-((1 -(1 -methylpiperidin-4-yl)- 1H-pyrazol-4-yl)amino)pyrimidin- 4-yl)-6,7, 8 ,9-tetrahydro-5H-benzo [7]annulen-5 -yl)azetidine- 1 -carboxamide (33 mg, yield: 41%) as a yellow solid. ESI-MS (M+H) : 573.3. ?H NMR (400 MHz, CD3OD) 5: 8.26 (d, J = 5.2 Hz, 1H), 7.97 (s, 1H), 7.53 (d, J = 7.6 Hz, 1H), 7.77 (s, 1H), 7.57 (s, 1H), 7.26 (d, J = 8.0 Hz, 1H),7.07 (d, J = 5.2 Hz, 1H), 4.94 (d, J = 10.0 Hz, 1H), 4.52-4.46 (m, 1H), 4.15-4.00 (m, 3H), 3.77-3.69 (m, 2H), 2.94-2.79 (m, 4H), 2.23 (s, 3H), 2.17-2.11 (m, 2H), 2.06-1.85 (m, 7H), 1.82-1.72 (m, 1H), 1.61-1.52(m, 1H), 1.30-1.24(m, 1H), 1.11 (s,9H).

1201935-36-5, The synthetic route of 1201935-36-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

216854-23-8, (S)-tert-Butyl piperidin-3-ylcarbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A microwave vial containing 4-iodo-5-nitro-2,3-dihydrofuro[2,3-b]pyridine (2.05 g, 7.02 mmol), tert-butyl (3S)-piperidin-3-ylcarbamate (Combi-Blocks, 1.489 g, 7.435 mmol), DIPEA (1.836 g, 14.20 mmol) and EtOH (12.0 mL) was heated under microwave irradiation at 100 C. for 2 h. The reaction was then concentrated under reduced pressure. The resulting residue was purified by flash chromatography on silica gel (0-100% EtOAc in hexanes) to give the sub-title compound as a yellow solid (2.46 g, 96%). LCMS calc. for C17H25N4O5 (M+H)+: m/z=365.2. found 365.1, 216854-23-8

As the paragraph descriping shows that 216854-23-8 is playing an increasingly important role.

Reference£º
Patent; INCYTE CORPORATION; Li, Yun-Long; Burns, David M.; Feng, Hao; Xue, Chu-Biao; Wang, Anlai; Pan, Jun; US2014/200216; (2014); 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.120014-07-5,2-((1-Benzylpiperidin-4-yl)methylene)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one,as a common compound, the synthetic route is as follows.

Preparation of l-Benzyl-4-[(5, 6-dimethoxy-l-indanon)-2-v? methylpiperidine hydrochloride (Donepezil Hydrochloride) l-Benzyl-4-[5, 6-dimethoxy-l-indanon)-2-ylidenyl] methyl piperidine was taken in tetrahydrofuran (200ml) followed by addition of palladium-carbon (Ig). The mixture was hydrogenated at 20-30 0C under 1,5 atmospheric pressure for 8 hours, monitored by HPLC analysis and analysis shows ~ 38.5% of debenzylated impurity in the reaction mass.

120014-07-5, 120014-07-5 2-((1-Benzylpiperidin-4-yl)methylene)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one 10762160, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; IND-SWIFT LABORATORIES LIMITED; WO2007/108011; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

138007-24-6, tert-Butyl piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 22: tert-Butyl l-(2-(2,4-dioxo-3,4-dihvdrobenzo[g1pteridin-10(2H)-vI)ethyl)piperidine-4- carboxylate; Step 1 Preparation of tert-butyl l-(cvanomethyl)piperidine-4-carboxylate; [0111] To a solution of tert-butyl piperidine-4-carboxylate (750 mg, 4.05 mmol) in anhydrous DCM (15 mL), is added 2-chloroacetonitrile (333 muL, 5.26 mmol) and potassium carbonate (1.7 g, 12.15 mmol). The reaction mixture is stirred at room temperature for 18 h. The reaction mixture is diluted with water (100 mL) and the aqueous layer is extracted with DCM (100 mL). The organic layer is dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue is dry loaded on silica gel and purified by Biotage flash column chromatography using a gradient from 0 to 10percent MeOH in DCM as eluent. Desired product (463 mg) is isolated (yield: 51 percent). percent). 1H NMR (400 MHz, CDCl3) delta 1.44 (s, 9H), 1.73 (m, 2H), 1.93 (m, 2H), 2.19 (m, 1H), 2.35 (m, 2H), 2.79 (m, 2H), 3.5 l (s, 2H)., 138007-24-6

138007-24-6 tert-Butyl piperidine-4-carboxylate 1512676, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; BIORELIX, INC.; COISH, Philip, D.G.; WICKENS, Philp; AVOLA, Stephanie; BABOULAS, Nick; BELLO, Angelica; BERMAN, Judd; KAUR, Harpreet; MOON, David; PHAM, Vinh; ROUGHTON, Andrew; WILSON, Jeffrey; ARISTOFF, Paul, Adrian; BLOUNT, Kenneth, F.; DIXON, Brian, R.; MYUNG, Jayhyuk; OSTERMAN, David; BELLIOTTI, Thomas, R.; CHRUSCIEL, Robert, A.; EVANS, Bruce, R.; LEIBY, Jeffrey, A.; SCHOSTAREZ, Heinrich, J.; UNDERWOOD, Dennis; NAVIA, Manuel; SCIAVOLINO, Frank; WO2011/8247; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem