Day: August 26, 2020

Quinuclidine-4-carboxylic acid hydrochloride, cas is 40117-63-3, it is a common heterocyclic compound, the quinuclidine compound, its synthesis route is as follows.

Preparation of 3-fluorobenzyl quinuclidine-4-carboxylate (compound 91)A mixture of quinuclidine-4-carboxylic acid hydrochloride (100 mg, 0.52 mmol) and thionyl chloride (500 mu, 6.85 mmol) was refluxed for 2 hours. The reaction was cooled at room temperature and the solvent was accurately removed. The residue was suspended in dry DCM and treated with (3-fluorophenyl)methanol (65.8 mg, 0.52 mmol). The reaction was stirred at room temperature for 24 hours. The solvent was evaporated, the residue was dissolved in water (1 ml), basified with NaHCO3 and extracted twice with EtOAc. The combined organic layers were dried over Na2SO4, filtered and evaporated to obtain 3-fluorobenzyl quinuclidine-4-carboxylate (41 mg, 29.8 % yield), which was used in the next step without any further purification.

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Reference£º
Patent; CHIESI FARMACEUTICI S.p.A.; AMARI, Gabriele; RICCABONI, Mauro; DE ZANI, Daniele; WO2012/146515; (2012); A1;,
Quinuclidine – Wikipedia
Quinuclidine | C7H13N | ChemSpider

Quinuclidine-4-carboxylic acid hydrochloride, cas is 40117-63-3, it is a common heterocyclic compound, the quinuclidine compound, its synthesis route is as follows.

To a stirred suspension of quinuclidine-4-carboxylic acid hydrochloride (5.5 g) in 30 mL of dry THF at 0 C. was added borane dimethyl sulfide complex (6.7 g, 3 eq.). The reaction mixture was stirred at room temperature for 1 hr and heated to reflux for 16 hr. It was then quenched with drop-wise addition of methanol (7 mL) at 0 C. The solvent was then removed under reduced pressure, and the crude product obtained was purified by column chromatography (Silica gel, 20% EA:Hexane) to afford the product quinuclidin-4-ylmethanol N-borane complex as a white solid (1.35 g, 30%).

As the rapid development of chemical substances, we look forward to future research findings about 40117-63-3

Reference£º
Patent; CoMentis, Inc.; BILCER, Geoffrey M.; NG, Raymond; (104 pag.)US2016/9706; (2016); A1;,
Quinuclidine – Wikipedia
Quinuclidine | C7H13N | ChemSpider

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO60,mainly used in chemical industry, its synthesis route is as follows.

1-azabicyclo[2.2.2]oct-4-yl]bis(4-fluorophenyl)]methanol A solution of 4-fluorophenylmagnesiumbromide (1.0 M in THF, 4.4 mL, 4.4 mmol) was chilled down to 0 C. under Ar. Ethyl 1-azabicyclo[2.2.2]octane-4-carboxylate (0.1973 g, 1.08 mmol) in THF (4 mL) was slowly added to the reaction mixture at 0 C. over 20 min. The reaction was allowed to warm up to room temperature and then heated at 60 C. for 16 h. The reaction was chilled in an ice bath, quenched with saturated NH4Cl, and concentrated under vacuum. The resulting residue was treated with H2O and extracted with EtOAc. The combined organic layers were dried with MgSO4, filtered, and concentrated under vacuum to yield the desired product (0.3152 g, 88.9%). EI-MS m/z 330(M+H+) Rt (1.65 min).

With the synthetic route has been constantly updated, we look forward to future research findings about Ethyl quinuclidine-4-carboxylate,belong quinuclidine compound

Reference£º
Patent; Laine, Damane I.; Palovich, Michael R.; McCleland, Brent W.; Neipp, Christopher E.; Thomas, Sonia M.; US2007/185155; (2007); A1;,
Quinuclidine – Wikipedia
Quinuclidine | C7H13N | ChemSpider

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO2,mainly used in chemical industry, its synthesis route is as follows.

Step 4. Quinuclidin-4-ylcarbonyl chloride hydrochloride Quinuclidine-4-carboxylic acid hydrochloride (0.192 g, 0.001 mole) was suspended in dichloromethane (5 ml) and dimethylformamide (1 drop) and oxalyl chloride (0.436 ml. 0.635 g, 0.005 mole) were added. The resulting suspension was heated to reflux under an atmosphere of argon for six hours. Following concentration of the suspension in vacuo the residue was suspended in dichloromethane, concentrated in vacuo and finally dried in vacuo to give the title compound as a pale brown solid.

With the synthetic route has been constantly updated, we look forward to future research findings about Quinuclidine-4-carboxylic acid hydrochloride,belong quinuclidine compound

Reference£º
Patent; SmithKline Beecham p.l.c.; US6281226; (2001); B1;,
Quinuclidine – Wikipedia
Quinuclidine | C7H13N | ChemSpider

A common heterocyclic compound, the quinuclidine compound, name is Ethyl quinuclidine-4-carboxylate,cas is 22766-68-3, mainly used in chemical industry, its synthesis route is as follows.

1-azabicyclo[2.2.2]oct-4-yl[bis(3-methylphenyl)]methanol A solution of 3-methylphenylmagnesiumbromide (1.0 M in THF, 3.3 mL, 3.3 mmol) was chilled down to 0 C. under Ar. Ethyl 1-azabicyclo[2.2.2]octane-4-carboxylate (0.1484 g, 0.810 mmol) in THF (4 mL) was slowly added to the reaction mixture at 0 C. over 20 min. The reaction was allowed to warm up to room temperature and then heated at 60 C. for 16 h. The reaction was chilled in an ice bath, quenched with saturated NH4Cl, and concentrated under vacuum. The resulting residue was treated with H2O and extracted with EtOAc. The combined organic layers were dried with MgSO4, filtered, and concentrated under vacuum to yield the desired product (0.1806 g, 69.4%). EI-MS m/z 322(M+H+) Rt (1.54 min).

As the rapid development of chemical substances, we look forward to future research findings about 22766-68-3

Reference£º
Patent; Laine, Damane I.; Palovich, Michael R.; McCleland, Brent W.; Neipp, Christopher E.; Thomas, Sonia M.; US2007/185155; (2007); A1;,
Quinuclidine – Wikipedia
Quinuclidine | C7H13N | ChemSpider

A common heterocyclic compound, the quinuclidine compound, name is Ethyl quinuclidine-4-carboxylate,cas is 22766-68-3, mainly used in chemical industry, its synthesis route is as follows.

Crude preparation: azabicyclo [2.2.2] octane-4-carboxylic acid ethyl ester (18.3g, 0 . 10mol) dissolved in 3L tetrahydrofuran, under the protection of nitrogen, the solution is cooled down 5-15C, dropwise 0.30mol phenyl magnesium bromide. 5-15 C preserving heat and stirring 1 hour later (sampling TLC monitoring reaction progress). Add 10 ml water quenching. The liquid, aqueous phase using 100 ml tetrahydrofuran extraction two, combined with the phase water washing, drying and filtering. Removing part of the solvent under reduced pressure, the rest about 50 ml, residues 20 C stirring sleepovers crystallization. Filtering, washing (petroleum ether 2¡Á20 ml), the filtration cake at 40 C vacuum drying, be yellowish crystal 13.80g, yield 47.1%.Refining wuhu bromine ammonium : crude 100g dissolved in 80 C of 320 ml water-acetone 640 ml mixture, and 5g activated carbon decolourizations, filtering. Filtrate lower the temperature to 25 C, thermal insulation 1 hour. 1-2 hours to lower the temperature to 0-5 C and thermal insulation 3 hours. Filtering, the filter cake is washed with frozen 1:2 acetone-water washing two times (2x20ml). The filtration cake at 60 C vacuum drying, getting white crystalline solid (92g, yield 92%). (Normalization HPLC) purity of 99.25%.

As the rapid development of chemical substances, we look forward to future research findings about 22766-68-3

Reference£º
Patent; Anhui Dexinjia Biopharm Co., Ltd.; Li, Xuekun; Xu, Kun; (5 pag.)CN105461710; (2016); A;,
Quinuclidine – Wikipedia
Quinuclidine | C7H13N | ChemSpider

A common heterocyclic compound, the quinuclidine compound, name is Quinuclidine-4-carboxylic acid hydrochloride,cas is 40117-63-3, mainly used in chemical industry, its synthesis route is as follows.

Under the protection of nitrogen, phenyllithium (1.5 – 1.7M cyclohexane/diethyl ether solution (70:30), 30.0 ml, 48.00mmol) solution cooled to -30 C, in -30 C under, 0.5 hours slowly dropping WD2 (2.27g, 12 . 35mmol) of THF (30 ml) solution to the reaction mixture. The reaction liquid heating to room temperature reaction 16 hours, adding water quenching reaction, mixed solution under vacuum to evaporate to dry, adding water and ethyl acetate, to obtain white solid to settle out, filtering to obtain solid, shall WD1 (1.19g). The aqueous phase is further extracted with ethyl acetate, the combined organic layer was dried with anhydrous sodium sulfate, filtered, concentrated under reduced pressure to get the crude product, the crude product of ethyl acetate and hexane processing, filtering to obtain WD1.

As the rapid development of chemical substances, we look forward to future research findings about 40117-63-3

Reference£º
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Yi Shixu; Fu Li; (6 pag.)CN106810546; (2017); A;,
Quinuclidine – Wikipedia
Quinuclidine | C7H13N | ChemSpider

A common heterocyclic compound, the quinuclidine compound, name is Quinuclidine-4-carboxylic acid hydrochloride,cas is 40117-63-3, mainly used in chemical industry, its synthesis route is as follows.

Step 5: (S)-4-((1-(5-(6-methoxynaphthalen-2-yl)-JH-imidazol-3-ium-2-yl)- 7-(methylamino)- 7-oxoheptyl)carbamoyl)quinuclidin-1-ium mono L-tartrate salt (E5) A solution of 4-carboxyquinuclidin-1-ium chlorhydrate (1.3 eq.) in DMF (0.2 M) was treated with TBTU (1.3 eq.) and NMM (2.6 eq.). The reaction mixture was stirred at room temperature for 10 mm and then added to a solution of E4 in DMF (0.2 M). The reaction was stirred at RT for 2 h, then filtered and purified by RP-HPLC (CH3CN/H20 + 0.1 % TFA). The product was obtained as TFA salt which was partitioned between EtOAc and sat. aq. NaHCO3. The organicphase was separated, dried (Na2504) and concentrated under reduced pressure. The resulting pale yellow solid was dissolved in acetonitrile/H20 (1:1) and treated with L-tartaric acid (1 eq.). The resulting solution was lyophilized to obtain the title compound. (400 MHz, 300K, DMSOd 6) oe: 11.5 (br s, 1H), 8.14 (br s, 1H), 7.95-7.73 (m, 4H), 7.66 (m, 1H), 7.54 (m, 1H), 7.27 (d, 1H, J2 Hz), 7.12 (dd, 1H, J8.8 and 2.4 Hz), 4.99 (m, 1H), 3.89 (s, 2H), 3.86 (s, 3H), 3.16 (m,6H), 2.54 (d, J4.4 Hz), 3H), 2.02 (t, 2H, J7.4 Hz), 2.01 (m, 6H), 1.83 (m, 2H), 1.48 (m, 2H),1.35-1.15 (m, 4H). MS (ESj C30H39N503: 518 (M+H).

As the rapid development of chemical substances, we look forward to future research findings about 40117-63-3

Reference£º
Patent; IRBM SCIENCE PARK S.P.A.; C.N.C.C.S. SCARL COLLEZIONE NAZIONALE DEI COMPOSTI CHIMICI E CENTRO SCREENING; ALTAMURA, Sergio; BIANCOFIORE, Ilaria; BRESCIANI, Alberto; FERRIGNO, Federica; HARPER, Steven; LAUFER, Ralph; ONTORIA ONTORIA, Jesus Maria; MALANCONA, Savina; MONTEAGUDO, Edith; NIZI, Emanuela; ORSALE, Maria Vittoria; PONZI, Simona; PAONESSA, Giacomo; SUMMA, Vincenzo; VENEZIANO, Maria; WO2014/67985; (2014); A1;,
Quinuclidine – Wikipedia
Quinuclidine | C7H13N | ChemSpider

A common heterocyclic compound, the quinuclidine compound, name is Quinuclidine-4-carboxylic acid hydrochloride,cas is 40117-63-3, mainly used in chemical industry, its synthesis route is as follows.

Example 1(Quinuclidin-4-yl)methanol (Quinuclidin-4-yl)carboxylic acid was prepared from 4-cyanoquinuclidine (Oakwood Products) following the procedure of Grob and Renk, Helv. Chim. Acta, 37, 1681 (1954).To a stirred suspension of quinuclidine-4-carboxylic acid hydrochloride (100 mg, 0.523 mmol) in 3 mL of anhydrous tetrahydrofuran at 0 C. was added borane methylsulfide complex (42 mg, 0.553 mmol). The mixture was stirred at room temperature for 1 hr and heated to reflux overnight. The reaction was cooled to 0 C. and carefully treated with 1 mL of methanol. The solvent was then removed under reduced pressure to leave the desired alcohol. Yield 36 mg. MS (m/e): 141.

As the rapid development of chemical substances, we look forward to future research findings about 40117-63-3

Reference£º
Patent; CoMentis, Inc.; US2009/88418; (2009); A1;,
Quinuclidine – Wikipedia
Quinuclidine | C7H13N | ChemSpider