Month: March 2022

220394-97-8, 1-Boc-4-(Cbz-amino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of compound I-4 (470 mg, 1.47 mmol) in DCM, TFA (2.5 mL, 29 mmol) was addedand then the reaction mixture was stirred at room temperature for 2 h and then was evaporated togive the crude product directly used in the next step A mixture of the amine, DIEA (3.84 mL,22.05mmol) and cyclohexanone (1.5 mL) in THF (10 mL) was stirred at room temperature for 1.5h and then NaBH(OAc)3 (1.6 g, 7.35 mmol) was added into the solution. The reaction mixture wasstirred at room temperature for overnight and then H2O was added to quench the reaction. Thesolution was extracted with ethyl acetate (30 mL × 2). The organic layer was washed with brine(15 mL × 2) and then was dried over anhydrous MgSO4. After filtration and concentration, thecrude product I-5 was obtained and purified with column chromatography ( methylene chloride/methanol = 45:1 to 30:1) to give compound I-5 as light yellow oil (350 mg, 78%)., 220394-97-8

As the paragraph descriping shows that 220394-97-8 is playing an increasingly important role.

Reference：
Article; Zhou, Jie; Ji, Ming; Zhu, Zhixiang; Cao, Ran; Chen, Xiaoguang; Xu, Bailing; European Journal of Medicinal Chemistry; vol. 132; (2017); p. 26 – 41;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

85908-96-9, To a cold (-78 C) solution of KHMDS (0.5 M in toluene, 24 mL, 12.0 mmol) under an atmosphere of argon was added dropwise a solution of X4-015-2 (2.0 g, 10.0 mmol) in THF (20 mL). The mixture was stirred for 1.5 h at this temperature. Afterwards a solution of PhNTf2 (4.3 g, 12.0 mmol) in THF (20 mL) was added dropwise, and after 1 h the reaction was allowed to warm to room temperature. 10% NaOH solution (40 mL) was added, the mixture was extracted with Et20 and the combined organic layers were washed with brine, and dried over Na2 SO4, filtered and concentrated. The crude material was purified by flash column chromatography on silica gel (PE: EA = 1:2) to give X4-015-3 (2.0 g, 60.1% yield) as a colorless oil. LC-MS (Agilent LCMS 1200-6110, Mobile Phase: from 95% [water + 0.05% TFA] and 5% [CH3CN + 0.05% TFA] to 0% [water + 0.05% TFA] and 100% [CH3CN + 0.05% TFA] in 1.6 mm, then under this condition for 1.4 mm, finally changed to 95% [water + 0.05% TFA] and 5% [CH3CN + 0.05% TFA] in 0.05 mm and under this condition for 0.7 mi. Purity: 79.02%, Rt = 2.08 mm; MS Calcd.: 331.1; MS Found: 276.0 [M-56+H]

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

Reference：
Patent; X4 PHARMACEUTICALS, INC.; BOURQUE, Elyse Marie Josee; SKERLJ, Renato; (190 pag.)WO2017/223243; (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.929252-65-3,tert-Butyl 4-(((4-(4-amino-2-fluorophenoxy)-6-methoxyquinolin-7-yl)oxy)methyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,929252-65-3

Step I: Preparation of tert-butyl 4-[[4-[2-fluoro-4-[[1-[(4-fluorophenyl)amino carbonyl]cyclopropanecarbonyl]amino]phenoxy]-6-methoxy-7-quinolyl]oxymethyl]piperidine-1-carboxylate: A mixture of Intermediate C (1.5 g, 3.0 mmol), Intermediate D (1.7 g, 7.6 mmol), DIPEA (1.55 g, 12.0 mmol), HATU (2.3 g, 6.0 mmol), DMAP (0.183 g, 1.5 mmol) in 60 mL of DMF was stirred at 30-40 C. overnight, then concentrated under reduced pressure. The residue was purified by column chromatography (eluted with 1-5% MeOH in DCM) to afford the target product (1.9 g, yield: 90%). The characterization of the resulting product was as follows: Mass spectrum m/z: 703.30 [M+H].

929252-65-3 tert-Butyl 4-(((4-(4-amino-2-fluorophenoxy)-6-methoxyquinolin-7-yl)oxy)methyl)piperidine-1-carboxylate 59342474, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; BEIJING KONRUNS PHARMACEUTICAL CO., LTD.; Yun, Ziwei; Wang, Hongtao; US2014/221425; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

180307-56-6, tert-Butyl 4-vinylpiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(x) 4-{2-[3-(1-tert-Butoxycarbonylmethyl-piperidin-4-yl)-1-(4-fluoro-benzyl)-1H-indazol-6-yl]-(E)-vinyl}-piperidine-1-carboxylic acid tert-butyl ester A stirred mixture of {4-[6-bromo-1-(4-fluoro-benzyl)-1H-indazol-3-yl]-piperidin-1-yl}-acetic acid tert-butyl ester (286 mg, 0.57 mmol), 4-vinyl-piperidine-1-carboxylic acid tert-butyl ester (120 mg, 0.57 mmol), lithium chloride (24 mg, 0.57 mmol), triethylamine (0.24 ml, 1.71 mmol), palladium (II) acetate (8 mg 0.03 mmol), tri-o-tolylphosphine (35 mg, 0.11 mmol), and DMF (5 ml) was heated at 105 (oil-bath temperature) under nitrogen for 18 h. When cool, the mixture was evaporated in vacuo, treated with aqueous saturated sodium bicarbonate (20 ml), and extracted with ethyl acetate (2*20 ml). The combined, dried (Na2 SO4) organic extracts were evaporated, and the residue purified by flash chromatography over silica gel (Merck 9385). Elution with ethyl acetate –cyclohexane (1:2) afforded impure fractions and pure fractions (I). The impure fractions were purified by flash chromatography over silica gel (Merck-9385) eluding with ethyl acetate–cyclohexane (gradient 1:4 to 1:2) to give pure fractions (II). The pure fractions (I) and (II) were combined to give the title compound as a pale yellow oil (195 mg).

180307-56-6, The synthetic route of 180307-56-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Glaxo Group Limited; US5861414; (1999); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

24686-78-0, 1-Benzoylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

24686-78-0, Example 95 Synthesis of 4-[(1-benzoylpiperidin-4-yl)amino]-2-methoxybenzamide To a solution of the 4-amino-2-methoxybenzamide obtained in Example 74 (b) or Example 86 (a) (150 mg, 0.902 mmol) in methanol (7.5 ml) were added 1-benzoyl-4-piperidone (183 mg, 0.902 mmol) and acetic acid (0.052 ml, 0.90 mmol), and the resulting mixture was stirred at room temperature for 30 minutes. Then, acetic acid (0.103 ml, 1.80 mmol) and sodium cyanoborohydride (130 mg, 2.06 mmol) were added thereto, followed by stirring at room temperature for 31 hours. During this stirring, 1-benzoyl-4-piperidone (183 mg, 0.902 mmol), sodium cyanoborohydride (208 mg, 3.30 mmol) and acetic acid (0.154 ml, 2.70 mmol) were further added thereto. The reaction mixture was poured into a 1N-aqueous sodium hydroxide solution and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: ethyl acetate/methanol = 100/1 to 50/1) to obtain 4-[(1-benzoylpiperidin-4-yl)amino]-2-methoxybenzamide (97 mg, 30percent). IR (neat): 3455, 3309, 2939, 1604, 1573, 14 23, 1338, 1211cm-1.

As the paragraph descriping shows that 24686-78-0 is playing an increasingly important role.

Reference：
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1500643; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

220394-97-8, 1-Boc-4-(Cbz-amino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Piperidin-4-yl-carbamic acid benzyl ester[00457] HCl (10ml, 4M solution in dioxane) was added in one portstirred solution of 4-benzyloxycarbonylamino-piperidine-1 -carboxylic acid te/f-butyl ester (1 .2g, 3.6mmol) in dioxane (5ml) and the suspension was stirred at room temperature under a nitrogen atmosphere for 3 hours. After this time the reaction was concentrated under vacuum and the resulting solid was collected by filtration, washed with TBME (3 x 100ml) and dried under vacuum to give the title compound (0.74g, 88% yield) as a white solid., 220394-97-8

The synthetic route of 220394-97-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CHDI, INC.; DOMINGUEZ, Celia; WITYAK, John; PRIME, Michael; COURTNEY, Stephen; YARNOLD, Christoper; BROOKFIELD, Frederick; MARSTON, Richard; MACDONALD, Douglas; WO2011/60321; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1187173-43-8, 2,7-Diazaspiro[4.5]decan-1-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,7-Diazaspiro[4.5]decan-1 -one hydrogen chloride (80 mg, 0.420 mmol) was dissolved in dichloromethane (4 mL) and triethylamine (0.1 17 ml_, 0.839 mmol) before the addition of 2,4-dimethylbenzenesulfonyl chloride (94 mg, 0.462 mmol). After stirring for 20 h the reaction mixture was concentrated in vacuo and the resulting residue was purified by MDAP to give 7-[(2,4-dimethylphenyl)sulfonyl]-2,7- diazaspiro[4.5]decan-1 -one (64.4 mg, 0.190 mmol, 45% yield) as a white solid. 1 H NMR (500 MHz, DMSO-d6) delta ppm 7.71 (s, 1 H) 7.66 (d, J=8.0 Hz, 1 H) 7.26 (s, 1 H) 7.22 (d, J=8.1 Hz, 1 H) 3.59 (d, J=12.0 Hz, 1 H) 3.23 (d, J=1 1 .7 Hz, 1 H) 3.15 (m, 1 H) 3.09 (m, 1 H) 2.50 (s, 3 H) 2.48 (m, 2 H) 2.35 (s, 3 H) 1 .91 (t, J=6.9 Hz, 2 H) 1.69 (dt, J=12.8, 2.8 Hz, 1 H) 1.54 (m, 1 H) 1.48 (m, 2 H). MS ES+ve m/z 323 (M+H).

1187173-43-8, 1187173-43-8 2,7-Diazaspiro[4.5]decan-1-one hydrochloride 45074126, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; GLEAVE, Robert James; HACHISU, Shuji; PAGE, Lee William; BESWICK, Paul John; WO2011/141728; (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.140645-24-5,(S)-3-(Aminomethyl)-1-N-Boc-piperidine,as a common compound, the synthetic route is as follows.

Example 6: Preparation of (S)-fert-butyl 3-((2-((Z)-(2,6-dimethylphenylimino)-((?)-2-(4- (l-(4-(trifluoromethoxy)phenyl)-lH-l,2,4-triazol-3-yl)benzylidene)hydrazinyl)- methylthio)acetamido)methyl)piperidine-l-carboxylate (Compound 56C) (Synthesis Method E)To a solution of bromoacetyl bromide (26 microliters (mu), 0.299 mmol) in dichloroethane (3 mL) was added dropwise a solution of (5)-i140645-24-5

The synthetic route of 140645-24-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; DOW AGROSCIENCES LLC; CROUSE, Gary D.; SPARKS, Thomas C.; DENT, William Hunter; MCLEOD, CaSandra Lee; CREEMER, Lawrence C.; WO2012/109125; (2012); A1;,
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

A reaction flask charged with capsaicin (1 eq) and ethyl acetate, cooled to 0 – 10 C, and then DIPEA (3 eq) was added followed by the addition of nitrophenylchloroformate (1.0 eq) as a solution in ethyl acetate at 0 – 10 C. The resulting mixture was stirred at 0 – 10 C for 15 min. Next, HOBt (0.1 eq) was added, followed by A-1 free base (1.2 eq) at 0 – 10 C. The resulting mixture was stirred overnight after warming to room temperature. The reaction mixture was worked up by successive extractions with IM aq. NaOH (3x), IM aq. HCl, water and finally brine solution. The resulting organic layer was removed, dried over sodium sulfate and filtered to afford A-2 in an ethyl acetate solution. The crude product was used in the following reaction without further manipulation., 141774-61-0

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

Reference：
Patent; CONCENTRIC ANALGESICS, INC.; DONOVAN, John F.; HUSFELD, Craig; (120 pag.)WO2018/217937; (2018); 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.

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