Brief introduction of 118133-15-6

As the paragraph descriping shows that 118133-15-6 is playing an increasingly important role.

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.

4-Chlorocarbonyl-1-ethoxycarbonylpiperidine A solution of 578.2 g of 4-carboxy-1-ethoxycarbonylpiperidine in 1200 ml of toluene is treated firstly with 1.0 g of N,N-dimethylformamide and then, at from 68 to 70 C. and within the space of 2 hours, with 369.0 g of thionyl chloride. The mixture is subsequently stirred at 70 C. for a further 30 min, after which the toluene is distilled off in vacuo and the residue is then degassed at RT for approximately 30 min under HV. This results in the title compound in the form of a weakly yellow oil [IR (Film): 2960, 2870, 1790, 1695, 1470, 1435, 1300, 1230, 1130, 960, 765 cm-1 ]. The product distils without decomposition at a m.p. of 96-98 C. (0.08-0.09 Torr)., 118133-15-6

As the paragraph descriping shows that 118133-15-6 is playing an increasingly important role.

Reference:
Patent; Ciba-Geigy Corporation; US5663200; (1997); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 118133-15-6

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

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

EXAMPLE 8 First 1.0 g of N,N-dimethylformamide and then, in the course of 2 hours, at 68 to 70, 369.0 g of thionyl chloride are added to a solution of 578.2 g of 4-carboxy-1-ethoxycarbonyl-piperidine in 1200 ml of toluene. The reaction mixture is stirred for 30 minutes at 70, and the toluene is then distilled off in vacuo and the residue is then degassed for approx. 30 minutes at room temperature under a high vacuum. 4-Chloro-carbonyl-1-ethoxycarbonyl-piperidine is thus obtained in the form of a slightly yellow oil [content of product according to NaOH and AgNO3 titre: 98%; IR (film): 2960, 2870, 1790, 1695, 1470, 1435, 1300, 1230, 1130, 960, 765 cm-1 ]., 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; Ciba-Geigy Corporation; US5290939; (1994); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 118133-15-6

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

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

A 100 mL round bottom flask was taken and Intermediate 1, 7.434 g (37 mmol) was added. 18 mL dichloromethane, cooled to 0 C, triethylamine was added 12.8 mL (92.5 mmol), stirred for 15 minutes, Ethyl chloroformate 5.3mL (55.5mmol) was added stirred for 30 minutes, ethanol 20mL was added and stirred overnight at room temperature. After completion of the reaction, 1M sodium hydroxide was added 30mL, extracted with dichloromethane burning (30 ml x 3), combined with dichloromethane. It was washed with saturated brine, dried over anhydrous MgSO4, filtered and rotary evaporation done 78% as a pale yellow liquid., 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; Kunming Xianghao Technology Co., Ltd.; Luo Huairong; Hong Xuechuan; Zhu Xi; Zhu Jinmei; Wu Guisheng; Deng Zixin; Zhu Yingmin; Lu Yungang; Deng Ke; Qu Chunrong; (25 pag.)CN103694242; (2016); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 118133-15-6

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

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

 

Some tips on 118133-15-6

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

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

 

Analyzing the synthesis route of 118133-15-6

As the paragraph descriping shows that 118133-15-6 is playing an increasingly important role.

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

Example-3 Preparation of [1-(2-phenylethyl)-1H-imidazole-2-ylj(piperidin-4-yl)methanonedihydrobromideTo (51.12 grn) of the compound obtained in example-I, toluene (25 ml) and DMF (1.53 ml) was added, followed by the slow addition of thionyl chloride (45.39 grn). The reaction mixture was then heated to 50-55 C and maintained for 2 hours at the same temperature. After completion of the reaction, the excess of thionyl chloride and toluene from the reaction mixture was distilled undervacuum below 70C. The residue obtained was cooled to 5-10C under N2 atmosphere. To the cooled residue, a solution of compound obtained in exarnple-2 (25gm) in acetonitrile (125ml) was slowly added at 0-20C under N2 atmosphere followed by the slow addition of triethylamine (29.36gm) at 0-20C for 2 hours and maintained for 3 hrs at the same temperature. The progress of the reaction was monitored by HPLC. After the completion of the reaction, (125rnl) purified waterand (75 ml) ethyl acetate was added to the reaction mixture and stirred for 10 minutes. The organic layer was separated, washed with water and concentrated the organic layer at mass temperature below 55C under vacuum to get a residue. The residue was cooled to 25-30C and (249.57gm) aqueous HBr was added to the residue. The contents were stirred for 10 miii; then heated to 85- 90C and maintained for 12 hrs at the same temperature. The reaction mass was cooled to 55-60Cand (167.5 ml). Isopropyl alcohol was added to the cooled reaction mass, then heated to 65-70C and maintain for 1 hr at the same temperature. The reaction mass was filtered and dried the material in hot air oven at 60-65C for 8 hrs.Percentage Yield: 90%, 118133-15-6

As the paragraph descriping shows that 118133-15-6 is playing an increasingly important role.

Reference:
Patent; NEULAND LABORATORIES LIMITED; PONNAIAH, Ravi; HASHMI, Arshad Moosa; NEELA, Praveen Kumar; SEEMALA, Dhanunjaya Naidu; MOKKA, Raviteja; LAHOTI, Anandkumar Madanlal; DEEPTHI, V., P., S., S; SARADHI, G., Srinivas Pardha; WO2014/83571; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 118133-15-6

As the paragraph descriping shows that 118133-15-6 is playing an increasingly important role.

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.

Under anhydrous conditions, take Intermediate 14.02 (20mmol) in 25mL round bottom flask was added N,N’-carbonyldiimidazole (CDI) 4.21g (26mmol), was added freshly distilled THF 8ml, was stirred at room temperature for 4h, rotary evaporation remove THF, directly in the next reaction without purification., 118133-15-6

As the paragraph descriping shows that 118133-15-6 is playing an increasingly important role.

Reference:
Patent; Kunming Xianghao Technology Co., Ltd.; Luo Huairong; Hong Xuechuan; Zhu Xi; Zhu Jinmei; Wu Guisheng; Deng Zixin; Zhu Yingmin; Lu Yungang; Deng Ke; Qu Chunrong; (25 pag.)CN103694242; (2016); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 118133-15-6

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

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.

In dichloromethane (2 mL) solution of 1-(ethoxycarbonyl)piperidine-4-carboxylic acid (17 mg, 0.0766×1.1 mmol) under ice-cooling, and argon gas atmosphere. 1-ethyl-(3-dimethylaminopropyl)-carbodiimide hydrochloride (16 mg, 0.0766×1.1 mmol) and 1-hydroxybenzotriazol monohydrate (13 mg, 0.0766×1.1 mmol) were added and stirred for 30 minutes. Subsequently, 4-chloro deacetyl colchicine (30 mg, 0.0766 mmol) was added, and stirred overnight, temperature is increased to room temperature gradually. Reaction mixture was purified by flash chromatography (equipment: Biotage Isolera One, and chloroform/methanol), to obtain title compound (an opalescence solid, 41 mg, 0.0714 mmol, 93%) .

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

Reference:
Patent; CHIBA UNIVERSITY; YAKULTHONSHA COMPANY LIMITED; TAKAYAMA, HIROMITSU; YASOBU, NAOKO; KITAJIMA, MARIKO; YAEGASHI, TAKASHI; MATSUZAKI, TAKESHI; NAGAOKA, MASATO; HASHIMOTO, SHUSUKE; NISHIYAMA, HIROYUKI; SUGIMOTO, TAKUYA; ONO, MASAHIRO; (176 pag.)JP5829520; (2015); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem