Day: March 23, 2022

1211587-42-6, Benzyl 4-((chlorosulfonyl)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-cyclopropyl-N-(2-methylpiperidin-4-yl)-1,2-oxazole-3- carboxamide hydrochloride (920 mg, 3.22 mmol) in DCM (40ml) was added DIPEA (3.37ml, 19.3 mmol) followed by benzyl 4-[(chlorosulfonyl)methyl]piperidine-1- carboxylate (1175 mg, 3.54 mmol) as a solution in DCM (10ml) and the reaction was left at rt overnight. The reaction was diluted with DCM (100ml) and washed with water (50ml) and brine (50ml). The combined aqueous layers were back-extracted with EtOAc (2x25ml). The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by Isolera over SiO2 (100g), dry loaded and eluted with a gradient of EtOAc in heptane from 12 to 100% then with a gradient of MeOH in EtOAc from 0 to 20% to yield 0.92 g (47%) of sulfonamide as a white solid. TLC (2.5% MeOH in DCM), rf:0.30. 1H NMR (500 MHz, Chloroform-d) 7.40- 7.28 (m, 5H), 6.77 (d, J = 7.4 Hz, 1H), 6.32 (s, 1H), 5.12 (s, 2H), 4.20 (ddt, J = 16.0, 7.7, 4.5 Hz, 3H), 3.76- 3.63 (m, 2H), 3.21 (ddd, J = 13.5, 7.4, 3.8 Hz, 1H), 2.83 (hept, J = 6.4 Hz, 4H), 2.24- 1.90 (m, 6H), 1.79- 1.69 (m, 2H), 1.44 (d, J = 6.9 Hz, 3H), 1.33- 1.22 (m, 2H), 1.16- 1.09 (m, 2H), 1.01 – 0.96 (m, 2H). LCMS analysis (METCR1673 Generic 2 minutes), 100%, 1.38 min, [MH]+.=545.00.

1211587-42-6, The synthetic route of 1211587-42-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; EPIZYME, INC.; MITCHELL, Lorna Helen; BELL, Andrew Simon; CHESWORTH, Richard; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (375 pag.)WO2016/40515; (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.147611-03-8,tert-Butyl 7-azaspiro[3.5]nonan-2-ylcarbamate,as a common compound, the synthetic route is as follows.

4-{[(Imidazo[1,2-a]pyridine-6-carbonyl)-amino]-methyl}-benzenesulfonyl chloride (450 mg, 0.13 mmol) was added to a mixture of (7-aza-spiro[3.5]non-2-yl)-carbamic acid tert-butyl ester (47.8 mg, 0.19 mmol) and triethyl amine (0.09 ml,, 0.64 mmol) in methylene chloride (2 mL). The reaction mixture was stirred at rt for 24 h and then concentrated to dryness under vacuum to give the crude title product. The residue was purified by preparative HPLC (column: Gemini-NX, 3x 10 cm, 10 um, detection: UV 254 nm; mobile phase A: H2O containing 0.1% NuH4OmicronEta, mobile phase B: Acetonitrile; flow rate: 60 mL/min, gradient: 0-1 min 5% B, 1-10 min.5-50% B, 10-11 min 50% B, 11-11.2 min.50-95% B, 11.2-13 min.95% B, 13-13.2 min 95-5% B, 13.2-15 min.5% B), then by preparative chiral SFC to remove a small amount of contaminating [7-(3-{[(imidazo[ 1 ,2-a]pyridine-6-carbonyl)-amino]-methyl}-benzenesulfonyl)-7-aza-spiro[3.5]non-2-yl]-carbamic acid tert-butyl ester (Column: Lux Cellulose-3, 3 x 25 cm, 5 um; detection: UV 254 nm, mobile phase A: CO2, mobile phase B: MeOH containing 01 % NH4OH; flow rate: 200 mL/min; gradient: isocratic, A:B = 75:25). Isolation and concentration of the appropriate fractions afforded the desired product as a white solid (31 mg, 42%). 1H NMR (400 MHz, DMSO-d6) delta 9.21 (t,J = 6.0 Hz.1H).9.17 (s, 1H), 8.07 (s, 1H), 7.73-7.65 (m,4H), 7.63 (d,./=9.5 Hz, 1H), 7.58 (d,J= 8.1 Hz, 2H), 7.01 (d,J=7.8 Hz, 1 H), 4.61 (d,./ = 5.9 Hz, 2H), 3.88-3.77 (m, 1H), 2.86 (t,./= 5.4 Hz, 2H), 2.78 (t,./= 5.3 Hz, 2H), 1.98-1.88 (m, 3H), 1.60-1.47 (m, 5H), 133 (s, 9H) LC/MS (Method K, ESI): RT = 4.11 min, m/z= 554.2 [M + H]+

147611-03-8, As the paragraph descriping shows that 147611-03-8 is playing an increasingly important role.

Reference：
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Karl H.; DRAGOVICH, Peter; GOSSELIN, Francis; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; ZAK, Mark; ZHANG, Yamin; ZHAO, Guiling; ZHENG, Xiaozhang; YUEN, Po-Wai; WO2013/127266; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

140645-24-5, (S)-3-(Aminomethyl)-1-N-Boc-piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(?S)-fert-Butyl 3-(aminomethyl)piperidine-l-carboxylate (1.00 g, 4.67 mmol) wasdissolved in 14 mL anhydrous CH2CI2 under an N2 atmosphere and cooled to 0 C. Triethylamine (1.30 mL, 945 mg, 9.34 mmol) was added followed by the dropwise addition of benzyl chloroformate (0.99 mL, 1.20 g, 7.00 mmol). After 16 h, the reaction mixture was partitioned between H2O and CH2Cl2,and separated, and the aqueous layer was extracted twice with CH2CI2. The organic layers were combined, dried over Na2SC>4, filtered, and concentrated to a light yellow oil. Purification via silica gel chromatography using 97% CH2Cl2/3% MeOH gave benzyl ((S)- l-(tert-butoxycarbonyl)piperidin-3-yl)methylcarbamate as a clear colorless oil (895 mg, 55%). LC/MS: m/z 349.5 (M+H)+ at 3.21 min (10%-99% CH3CN (0.035% TFA)/H20 (0.05% TFA))., 140645-24-5

140645-24-5 (S)-3-(Aminomethyl)-1-N-Boc-piperidine 1502022, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2006/28904; (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,768-66-1

General procedure: Compound 4 0.2 g (0.41 mmol) and 25 muL piperdine (0.82 mmol) was added to the 1.0 mL dried CH2Cl2.Anhydrous Na2CO3 20 mg was then added to the mixture, which was stirred for 12 h. The mixturewas washed with the distilled water, the organic phase was separated and dried over anhydrousNa2SO4, and then concentrated viarotary evaporation. The crude product was purified by silica gelchromatography with petroleum ether-acetone-strong ammonia water (v/v/v, 8/1/0.1) as the eluentto gain 0.18 g yellow solid compound 5a in 90% yield.

768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Feng, Xiu E.; Wang, Qin Jin; Gao, Jie; Ban, Shu Rong; Li, Qing Shan; Molecules; vol. 22; 12; (2017);,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

141774-61-0, tert-Butyl (piperidin-2-ylmethyl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

141774-61-0, A. Methyl 2-(2-((tert-butoxycarbonylamino)methyl)piperidin-1-yl)-4-chloro-6-(m-tolylamino)pyrimidine-5-carboxylate A mixture of methyl 2,4-dichloro-6-(m-tolylamino)pyrimidine-5-carboxylate (600.6 mg, 1.924 mmol), tert-butyl piperidin-2-ylmethylcarbamate (500.9 mg, 2.337 mmol) and N-ethyl-N-isopropylpropan-2-amine (0.4 mL, 2.296 mmol) in DMF (10 mL) was stirred at 0 C. for 3 h. Water (50 mL) was added to the mixture, which was extracted with EtOAc (2×40 mL). The organic layers were washed with saturated aq NaHCO3 (20 mL), water (20 mL) and brine (20 mL), were dried over anhydrous Na2SO4, and then filtered (DM1020). The filtrate was concentrated under reduced pressure and the residue was purified by column chromatography (SiO2, hexanes/EtOAc=4/1) to give the title compound as a clear oil (310.5 mg). 1H NMR (500 MHz, CDCl3) delta ppm 1.34-1.74 (m, 15H), 2.35-2.37 (m, 3H), 3.03-3.21 (m, 2H), 3.60-3.71 (m, 1H), 3.90 (s, 3H), 4.43-5.04 (m, 3H), 6.94-6.98 (m, 1H), 7.23-7.46 (m, 3H), 10.13-10.43 (m, 1H). [M+H] calc’d for C24H33ClN5O4, 490. found, 490.

The synthetic route of 141774-61-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Takeda Pharmaceutical Company Limited; US2011/152273; (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.3518-83-0,N-Ethyl-4-hydroxypiperidine,as a common compound, the synthetic route is as follows.

Example 11 In a 200-ml three-necked flask equipped with dropping funnel, thermometer and reflux condenser, there were placed 4.80 g of N-ethyl-4-hydroxypiperidine, 3.23 g of pyridine and 50 ml of benzene, and 11.60 g of farnesylacetyl chloride was added dropwise under reflux. After completion of the dropping, the mixture was refluxed for a subsequent 2 hour period and then cooled. Addition of 30 ml of 20% aqueous solution of sodium hydroxide, stirring, phase separation and silica gel column chromatography of the upper layer yielded 2.4 g of N-ethyl-4-farnesylacetoxy-piperidine as a pale-yellow liquid.

3518-83-0, The synthetic route of 3518-83-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Kuraray Co., Ltd.; US4289786; (1981); A;,
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

PREPARATION 16 1-N-(1-N-(trifluoroacetyl)piperidin-4-yl)-indole To an ice cooled solution of 1-N-(piperidin-4-yl)indole (1.0 g, 5 mmol) in dry pyridine (5 mL) was carefully added trifluoroacetic acid anhydride (0.71 mL, 5 mmol). After stirring for 48 hours at ambient temperature, all volatiles were evaporated. The residue was redissolved and evaporated with toluene (*2). The residue was taken up in water and extracted twice with t-butyl methyl ether. The combined organic phase was washed with water, dried, and evaporated. The residue was triturated with ether. The crystalline precipitate formed was separated and discarded. After evaporation of the filtrate, the residue was purified by column chromatography on silica gel eluding with toluene/acetone 98:2 to give 410 mg of off white crystals (28% of theory). M.Pt.: 130-132 C.

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：
Patent; Eli Lilly and Company; US5545636; (1996); A;,
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

768-66-1, 0.71 g (5.0 mmol) 2,2,6,6-tetramethylpiperidine and 0.95 g (5.0 mmol) p-toluenesulfonic acid monohydrate were mixed in 15 mL acetone, the mixture was stirred for 30 mins at room temperature (15-20C), evaporation of the solvent gave the crude product, which was washed with 30 mL n-hexane to give a pure 2,2,6,6-tetramethylpiperidinium tosylate (1.63 g) as a white crystal, the yield is 98%. m.p.: 219.4-220.1C (reference4m.p. = 218-219C); 1H NMR (400 MHz, CDCl3) delta 8.00 (br, 2H), 7.77 (d, J = 8.0 Hz, 2H), 7.19 (d, J= 8.0 Hz, 2H), 2.37 (s, 3H), 1.69-1.58 (m, 6H), 1.49 (s, 12H) ppm; 13C NMR (100 MHz, CDCl3) delta 142.69, 139.95, 128.78, 125.89, 56.78, 34.52, 27.22, 21.34, 16.32 ppm; IR (KBr): 3425, 2997, 2924, 2872, 2838, 2505, 1614, 1485, 1389, 1275, 1227, 1161, 1120, 1034, 1009, 833 cm-1.

768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Gao, Lan; Liu, Taoping; Tao, Xiaochun; Huang, Yongmin; Tetrahedron Letters; vol. 57; 44; (2016); p. 4905 – 4909;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14813-01-5,1-Benzylpiperidin-3-ol,as a common compound, the synthetic route is as follows.

To a solution of 0.50 g (2.62 mmol) of rac-2 in 1 ml of dry pyridine cooled to 0 C, 0.35 ml (3.70 mmol) of acetic anhydride was added under nitrogen. The resulting mixture was stirred overnight at room temperature. The reaction mixture was diluted with toluene (3 x 3 ml) and concentrated under reduced pressure to give 0.57 g (2.45 mmol) of rac-4 as a pale yellow oil (94% yield). 1H NMR (300 MHz, CDCl3, d ppm): 1.46-1.94 (m, 4H); 2.04 (s,3H); 2.10-2.21 (m, 2H); 2.45-2.79 (m, 2H); 3.57 (s, 2H); 4.84 (s,1H); 7.22-7.45 (m, 5H); TLC Rf = 0.59.

14813-01-5, 14813-01-5 1-Benzylpiperidin-3-ol 85773, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Tofani, Giorgio; Petri, Antonella; Piccolo, Oreste; Tetrahedron Asymmetry; vol. 26; 12-13; (2015); p. 638 – 643;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

85908-96-9, N-Boc-2-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

85908-96-9, Step 2 tert-butyl 3,3-diallyl-2-oxopiperidine-l-carboxylate [0360] To a solution of tert-butyl 2-oxopiperidine- 1 -carboxylate (8.22 g, 41.3 mmol) in anhydrous THF (80 mL) was added LiHMDS (1.0 M in THF, 103 mL, 103 mmol) dropwise under nitrogen atmosphere at -78 C. The reaction mixture was stirred for 20 min and 3- bromoprop-l-ene (10.7 mL, 124 mmol) was added. The resulting mixture was stirred for 15 min, and then allowed to warm to rt, and quenched with water (15 mL), concentrated in vacuo. The residue was diluted with water (30 mL) and extracted with EtOAc (50 mL x 3). The combined organic phases were washed with brine (50 mL), then dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v) = 1/50) to give the title compound as yellow oil (3.95 g, 35%). MS (ESI, pos. ion) m/z: 224.2 [(M-C4H8)+H]+; NMR (600 MHz, CDCb): delta (ppm) 5.72 (ddt, J =16.5, 10.5, 7.0 Hz, 2H), 5.06 (d, J = 10.5 Hz, 2H), 5.03 (d, J= 16.5 Hz, 2H), 3.55 (t, J = 5.8 Hz, 2H), 2.46 (dd, J = 13.6, 7.0 Hz, 2H), 2.21 (dd, J = 13.6, 7.0 Hz, 2H), 1.75 (m, 4H), 1.48 (s, 9H).

As the paragraph descriping shows that 85908-96-9 is playing an increasingly important role.

Reference：
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD; XI, Ning; LI, Minxiong; HU, Haiyang; DAI, Weilong; LI, Xiaobo; WANG, Tingjin; WU, Yanjun; (136 pag.)WO2016/190847; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem