Day: March 17, 2022

86542-94-1, 1-(Piperidin-4-yl)propan-1-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Intermediate I (1.1 g, 3.1 mmol) in EtOH (15 mL) was added l-Piperidin-4-yl-propan-l- one (437 mg, 3.1 mmol) and DIEA (1.55 g, 12 mmol). The mixture was stirred at 80 C for 3 hours then the mixture was evaporated to dryness. The crude product was purified by silica gel chromatography eluted with PE: EA =(10:1) to give desired product (0.95 g). MS (m/e): 454 (M + H)+ NMR (MeOD) delta, 8.55 (s, 1H), 7.65-7.74 (m, 2H), 7.56-7.63 (m, 2H), 7.46-7.54 (m, 2H), 7.42-7.44 (m, 2H), 7.36-7.38 (m, 1H), 4.50-4.80 (m, 2H), 4.23-4.60 (m5 2H),3.64-4.12 (m, 2H), 3.36-3.60 (m, 1H), 2.70-3.12 (m, 3H), 2.23-2.69 (m, 2H), 1.64-2.17 (m, mH), 1.16-1.56 (m, 1H), 0.64-1.15 (m, 3H).

86542-94-1, As the paragraph descriping shows that 86542-94-1 is playing an increasingly important role.

Reference：
Patent; MERCK SHARP & DOHME CORP.; COBURN, Craig; WANG, Jiabing; SANTARELLI, Vince; HU, Shuangxi; CUI, Mingxiang; HU, Bin; DONG, Jingchao; LUO, Yunfu; SOLL, Richard, M.; WO2011/106276; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

118133-15-6, 1-(Ethoxycarbonyl)piperidine-4-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

REFERENCE EXAMPLE 29 STR60 A solution of 0.67 g of ethyl chloroformate in 2 ml of tetrahydrofuran was added to a solution of 1.01 g of ethyl 4-carboxypiperidine-1-carboxylate and 0.72 g of triethylamine in 20 ml of tetrahydrofuran at -10 to -5 C., and the mixture was stirred for 30 minutes. The resultant crystalline precipitate was filtered off, the filtrate was added to a solution of 0.57 g of sodium borohydride in 10 ml of water with ice cooling over 30 minutes, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was made acidic with 1N hydrochloric acid with ice cooling and then extracted with ether. The ether layer was washed in sequence with water, saturated aqueous solution of sodium hydrogen carbonate and saturated aqueous solution of sodium chloride, then dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography. Elution with a hexane-ethyl acetate (1:1 v/v) mixture gave 0.69 g of ethyl 4-hydroxymethylpiperidine-1-carboxylate NMR (CDCl3) delta: 0.88~1.42 (1H, br), 1.30 (3H, t, J=7.0 Hz), 1.42~2.00 (5H, m), 2.77 (2H, dt, J=12.0, 3.0 Hz), 3.52 (2H, d, J=6.0 Hz), 4.15 (2H, q, J=7.0 Hz), 4.00~4.36 (2H, m) MS: m/z 187 (M+) STR61, 118133-15-6

The synthetic route of 118133-15-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US4987132; (1991); 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.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

EXAMPLE 1 Preparation of (2,2,6,6-tetramethyl-piperidine) N-oxide (TEMPO) An organic solution consisting of 5 g of 2,2,6,6-tetramethylpiperidine (i.e. 0.0354 mol) dissolved in 20 ml of dichloromethane is prepared with stirring in a 100 ml round-bottomed flask fitted with 2 dropping funnels, a condenser, a pH-measuring probe and a stirrer. 20 ml of water are then added to this solution so as to have a two-phase system. Next, 10.8 g of a 40% solution of peracetic acid 4n acetic acid and aqueous 35% by weight K2CO3 solution are introduced (with stirring) slowly and simultaneously. The molar amount of peracetic acid introduced is 0.0568 mol, which corresponds to a peracetic acid/amine molar ratio of 1.6. The amount of aqueous K2CO3 solution is adjusted such that the pH of the aqueous phase of the two-phase medium is maintained at between 7.2 and 7.5 in the course of the addition. 20 minutes after the addition, the total disappearance of the amine and the formation of TEMPO are found by gas chromatography (GC). The reaction is stopped and K2CO3 solution is added so as to obtain a pH equal to 9, and the red-colored TEMPO is then extracted with CH2Cl2. Evaporation of the solvent gives 4.9 g of TEMPO with a melting point equal to 36 C. The purity of the TEMPO is checked by GC relative to a sample of pure product (purity greater than 99%) sold by the company Aldrich. Mass spectrum (m/e): 157 (M+1), 768-66-1

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Atofina; US6538141; (2003); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

14813-01-5, 1-Benzylpiperidin-3-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Then, 11.8 g of the 1-benzyl-3-hydroxypiperidine and 5.6 g of diketene were reacted similarly as in Reference Example 1, and the reaction product was purified by silica gel column chromatography (eluent:chloroform:methanol=9:1 v/v), to obtain 10.65 g of acetoacetic acid-N-benzyl-3-piperidinyl ester (yield: 62.5%). This was used in the reaction of Example 4 without distillation. NMR spectrum (CDCl3, delta): 1.30-1.90(4H, broad), 2.10-2.95(4H, broad), 2.27(3H, s), 3.43(2H, s), 3.54(2H, s), 4.73-5.2(1H, broad), 7.30(5H, s)

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

Reference：
Patent; Kyowa Hakko Kogyo Co., Ltd.; US4448964; (1984); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

61869-08-7, (3S,4R)-3-((Benzo[d][1,3]dioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1.0 g of oily paroxetine free base and 1.24 g of cholic acid were completely dissolved in a mixed solvent of ethanol (30 mL) and dichloromethane (50 mL) while heating to 50 C. with shaking for 3 hours. After the solution was distilled under reduced pressure to remove the dichloromethane, it was allowed to stand at 25 C. for 8 hours, filtered, and dried under vacuum to yield 1.94 g of solid paroxetine cholate as a white crystal.

61869-08-7, The synthetic route of 61869-08-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Lee, Sang Joon; Shin, Hee Jong; Ki, Min Hyo; Lee, Su Kyoung; Kim, Bok Young; Lee, Hong Woo; US2006/63747; (2006); 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.118133-15-6,1-(Ethoxycarbonyl)piperidine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 1-22 Synthesis of 1-ethoxycarbonylpiperidine-4-carboxylic acid-(1S)-(1-formyl-2-phenyl)ethylamide (Compound No. 1-22): 50 ml of a chloroform solution containing 0.84 g (4.17 mmol) of 1-ethoxycarbonylpiperidine-4-carboxylic acid synthesised in Reference Example 1-5 was cooled in an ice bath containing sodium chloride. 0.61 ml (4.36 mmol) of triethylamine and 0.38 ml (3.97 mmol) of ethyl chlorocarbonate were successively added to the above solution. After stirring for 30 minutes, a chloroform solution containing 0.6 g (3.97 mmol) of (2S)-2-amino-3-phenylpropanol synthesised in Reference Example 1-48 was added to the above prepared reaction mixture. The reaction mixture was stirred for one hour at -10C and further stirred overnight at room temperature. The reaction mixture was washed successively with a 1 N hydrochloric acid solution, a saturated aqueous solution of sodium chloride, a saturated aqueous solution of sodium hydrogencarbonate and then a saturated aqueous solution of sodium chloride. The solvent was distilled away under reduced pressure. The residue thus obtained was crystallized in isopropyl ether and then the crystals were separated by filtration. 0.95 g (2.84 mmol) of the thus obtained crystals was dissolved in 10 ml of dimethyl sulfoxide, 1.60 ml (11.4 mmol) of triethylamine was added thereto. Furthermore, 10 ml of a dimethyl sulfoxide solution in which 1.81 g (11.4 mmol) of pyridine sulfur trioxide was added dropwise to the above reaction mixture. After stirring for one hour, the reaction mixture was poured into 10 ml of iced water and extracted with ethyl acetate. The extract layer was washed successively with a 10% cirtic acid solution, a saturated aqueous solution of sodium chloride, a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of sodium chloride. The resultant organic extract layer was dried over anhydrous sodium sulfate and the solvent was distilled away under reduced pressure. The residue thus obtained was chromatographed on a silica gel column for purification, whereby 0.53 g of the captioned Compound No. 1-22 was obtained as crystals in a yield of 41%., 118133-15-6

118133-15-6 1-(Ethoxycarbonyl)piperidine-4-carboxylic acid 6618886, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; FUJIREBIO Inc.; EP520336; (1992); A2;,
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, (122-1) Under nitrogen atmosphere, a solution of 2,2,6,6-tetramethylpiperidine (1.87 g) in THF (30 mL) was cooled to -78C, and thereto was added dropwise a 1.5N solution of n-BuLi in n-hexane (8.85 mL), and the mixture was stirred at -78C for 5 minutes, and stirred at -30C for 5 minutes. Then, the mixture was cooled to -78C, and thereto was added dropwise a solution of 1-(phenylsulfonyl)pyrrole (2.50 g) in THF (20 mL). The mixture was stirred at -78C for 45 minutes, and thereto was added dropwise a solution of methyl telephthalaldehyde (2.38 g) in THF (20 mL), and the mixture was further stirred at -78C for 1.5 hour. To the mixture was added drowpise aqueous NH4Cl solution, and the mixture was warmed to room temperature. The mixture was extracted with ethyl acetate, and the organic layer was washed with a 2.5N aqueous hydrochloric acid solution and NaHCO3, and dried over MgSO4. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column (hexane/ethyl acetate = 4/1? 3/1) to give methyl 4-{hydroxy[1-(phenylsulfonyl)-1H-pyrrol-2-yl]methyl}benzoate (3.67 g, 82 %). 1H NMR (CDCl3, 400MHz) delta 7.94 (d, 2H, J=8.4Hz), 7.73 (d, 2H, J=8.4Hz), 7.63 (m, 1H), 7.49 (m, 2H), 7.34 (dd, 1H, J=3.3, 1.8Hz), 7.31 (d, 2H, J=8.4Hz), 6.21 (dd, 1H, J=3.3, 3.3Hz), 6.11 (d, 1H, J=4.6Hz), 5.77 (m, 1H), 3.92 (s, 3H), 3.33 (d, 1H, J=4.6Hz).

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

Reference：
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1479384; (2004); 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.170921-48-9,8-Benzyl-1,3,8-triazaspiro[4.5]decan-4-one,as a common compound, the synthetic route is as follows.

Example 73 (racscis)-8-(2-Hydroxy-2-phenyl-cyclohexy1)-1-(3-methyl-butyl)-1, 3, 8-triaza- spiro [4.5] decan-4-one; a) 8-Benzyl-1- (3-methyl-butyl)-1, 3, 8-triaza-spiro [4. 5 decan-4-one; To a solution of 100 mg (0.408 mmol) 8-benzyl-1, 3,8-triaza-spiro [4, 5] decan-4-one (m. p. 164-166 C) and 0.062 ml (49.2 mg, 0.571 mmol) isovaleraldehyde in 3 ml 1,2- dichloroethane were added 130 mg (0.611 mmol) sodium triacetoxyborohydride and the mixture stirred at ambient temperature for 16 h. Then the reaction mixture was quenched with 10 ml saturated aqueous NaHC03-solution and extracted with dichloromethane. The organic extracts were washed with brine, dried over Na2SOj, filtered and evaporated: 128 mg 8-benzyl-1- (3-methyl-butyl)-1, 3,8-triaza- spiro [4. 5] decan-4-one as colourless crystals : m. p. 139-140 C, MS (ISP): 316.4 MH+., 170921-48-9

As the paragraph descriping shows that 170921-48-9 is playing an increasingly important role.

Reference：
Patent; F.HOFFMANN-LA ROCHE AG; WO2005/40166; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

683233-14-9,683233-14-9, (R)-tert-Butyl 2-(aminomethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 250-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed tert-butyl (2R)-2-(aminomethyl)piperidine-l-carboxylate (2.5 g, 11.7 mmol, 1 eq.), DCM (50 mL) and Et ;N (1.78 g, 17.6 mmol, 1.5 eq.). The solution was stirred and cooled to 0 C. Trifluoroacetyl 2,2,2-trifluoroacetate (2.94 g, 14 mmol, 1.2 eq.) was added dropwise. The resulting solution was warmed to rt and stirred for 30 min. The resulting solution was washed with brine (50 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by flash silica gel column with pure petroleum ether increasing to ethyl acetate :petroleum ether (1:3). This resulted in 3.20 g of tert-butyl (2R)-2-[(trifluoroacetamido)methyl]piperidine-l- carboxylate as a white solid.

The synthetic route of 683233-14-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PRINCIPIA BIOPHARMA INC.; LOU, Yan; OWENS, Timothy Duncan; BRAMELD, Kenneth Albert; GOLDSTEIN, David Michael; (302 pag.)WO2019/99582; (2019); 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.888952-55-4,Methyl 1-Boc-3-methylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

To a 0 C. stirred solution of Intermediate 54 (1.17 g, 4.56 mmol) in dry THF (20 ml) was added LiAlH4 (1.0 M in THF, 9.11 ml, 9.11 mmol) dropwise and the reaction was allowed to warm to room temperature. Upon completion as indicated by TLC, the reaction was carefully quenched with saturated NH4Cl and EtOAc was added. The layers were separated, the aqueous layer was extracted with EtOAc (3×15 ml) and the organic extracts were combined. The organic phase was dried over Na2SO4, filtered and concentrated under reduced pressure to yield 0.844 g (42.1%) of 3-hydroxymethyl-3-methyl-piperidine-1-carboxylic acid tert-butyl ester (Intermediate 55). 1H NMR (400 MHz, CDCl3) delta ppm 0.9 (s, 3 H), 1.3 (m, 2 H), 1.5 (s, 9 H), 1.5 (m, 3 H), 2.9 (s, 1 H), 3.1 (s, 1 H), 3.5 (d, J=11.5 Hz, 1 H), 3.8 (m, 2 H)., 888952-55-4

The synthetic route of 888952-55-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; WARNER-LAMBERT COMPANY LLC; US2006/116376; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem