Day: September 25, 2020

It is a common heterocyclic compound, the quinuclidine compound, Ethyl quinuclidine-4-carboxylate, cas is 22766-68-3 its synthesis route is as follows.

Step 1. A solution of 4-carbethoxyquinuclidine (10.92 g) in THF (155 mL) was treated at-780C with borane-THF (1.0 M, 77.5 mL). The resulting mixture was stirred at -78C for 4 h, then treated with water (50 mL), warmed to room temperature and stirred for an additional hour. The reaction mixture was diluted with ethyl acetate and the aqueous phase was separated and extracted with two further portions of ethyl acetate. The combined organic layers were washed with brine- (twice), dried (MgSO4), filtered and evaporated in vacuo. Purification by silica gel chromatography (eluting with cyclohexane-ethyl acetate [1 :0 to 1 :1]) gave 1-boranyl-1-aza-bicyclo[2.2.2]octane-4- carboxylic acid ethyl ester (7.12 g, 61%) as an off-white solid. 1H NMR (400 MHz, CDCI3) delta 4.16 (2H1 q, J = 6.9), 3.10-3.05 (6H1 m), 1.98-1.93 (6H, m), 1.26 (3H, t, J = 6.9).

22766-68-3, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,22766-68-3 ,Ethyl quinuclidine-4-carboxylate, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; ARGENTA DISCOVERY LIMITED; WO2008/99186; (2008); A1;,
Quinuclidine – Wikipedia
Quinuclidine | C7H13N | ChemSpider

22766-68-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Ethyl quinuclidine-4-carboxylate, cas is 22766-68-3,the quinuclidine compound, it is a common compound, a new synthetic route is introduced below.

A solution of phenyllithium (1 .9 M in 70 cyclohexane/30 ether, 22.30 mL, 42.40 mmol) was cooled down to -30C under nitrogen. A solution of ethyl 1 -azabicyclo[2.2.2]octane-4-carboxylate (III, 2.0 g, 10.90 mmol) in THF (27.0 mL) was slowly added to the reaction mixture at -30C over 25 mins. The reaction mixture was allowed to warm up to room temperature over 16h. The reaction was quenched with water (10.0 mL) and then evaporated to dryness under vacuum. Water (40.0 mL) and ethyl acetate (40.0 mL) were added, causing a white solid to crash out. This solid was filtered off under vacuum, to give a white powder (2.46 g, 76.8%). 1 -azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol (IV): ^H-NMR (300 MHz, CDC ) delta 7.54 – 7.51 (m, 3H), 7.33 – 7.20 (m, 6H), 2.85 – 2.80 (m, 6H), 1 .78 – 1.72 (m, 6H). MS (ESI) m/z calcd for C20H23NO: 293, found 294 [M + H]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Ethyl quinuclidine-4-carboxylate, 22766-68-3

Reference£º
Patent; HOVIONE SCIENTIA LIMITED; TURNER, Craig; LOURENCO, Nuno Torres; SOBRAL, Luis; ANTUNES, Rafael; SANTOS, Maria; ESPADINHA, Margarida; (35 pag.)WO2018/87561; (2018); A1;,
Quinuclidine – Wikipedia
Quinuclidine | C7H13N | ChemSpider

As a common heterocyclic compound, it belongs to quinuclidine compound, name is Quinuclidine-4-carboxylic acid hydrochloride, and cas is 40117-63-3, 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.

40117-63-3, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,40117-63-3 ,Quinuclidine-4-carboxylic acid hydrochloride, other downstream synthetic routes, hurry up and to see

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

It is a common heterocyclic compound, the quinuclidine compound, Ethyl quinuclidine-4-carboxylate, cas is 22766-68-3 its synthesis route is as follows.

Step 1. A solution of 4-carbethoxyquinuclidine (10.92 g) in THF (155 mL) was treated at-780C with borane-THF (1.0 M, 77.5 mL). The resulting mixture was stirred at -78C for 4 h, then treated with water (50 mL), warmed to room temperature and stirred for an additional hour. The reaction mixture was diluted with ethyl acetate and the aqueous phase was separated and extracted with two further portions of ethyl acetate. The combined organic layers were washed with brine- (twice), dried (MgSO4), filtered and evaporated in vacuo. Purification by silica gel chromatography (eluting with cyclohexane-ethyl acetate [1 :0 to 1 :1]) gave 1-boranyl-1-aza-bicyclo[2.2.2]octane-4- carboxylic acid ethyl ester (7.12 g, 61%) as an off-white solid. 1H NMR (400 MHz, CDCI3) delta 4.16 (2H1 q, J = 6.9), 3.10-3.05 (6H1 m), 1.98-1.93 (6H, m), 1.26 (3H, t, J = 6.9).

22766-68-3, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,22766-68-3 ,Ethyl quinuclidine-4-carboxylate, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; ARGENTA DISCOVERY LIMITED; WO2008/99186; (2008); A1;,
Quinuclidine – Wikipedia
Quinuclidine | C7H13N | ChemSpider

40117-63-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Quinuclidine-4-carboxylic acid hydrochloride, cas is 40117-63-3,the quinuclidine compound, it is a common compound, a new synthetic route is introduced below.

Under the protection of nitrogen, a solution for dissolving the WD2 with the tetrahydrofuran is added into a 20-liter reaction kettle, the temperature is controlled to be below 40 C under stirring, and 3.8 liters of phenylmagnesium bromide reagent is added dropwise, and carrying out heating reflux reaction for 4 hours. The temperature is controlled to be controlled at 40 C under cooling and stirring, and 1.547 kg of ammonium chloride aqueous solution (25%) is added dropwise) after dropwise adding, adding about 74 kg of purified water, and standing for liquid separation after stirring, so as to obtain an organic phase; extracting the water phase by using 2-methyl tetrahydrofuran, the organic phase is combined with the organic phase, and the organic phase is washed with a 25% sodium chloride aqueous solution. A 1 m hydrochloric acid aqueous solution is added to the obtained organic phase to be about 140Kg, fully stirring, standing and separating liquid to obtain a water phase; dropwise adding a sodium hydroxide aqueous solution with the concentration of 4 m into the obtained hydrochloric acid salt water solution of the WD1 to adjust the pH value, and separating out solids. After dropping, stirring is continued for about 0.5 hour, and the mixture is filtered to obtain a filter cake; the filtrate is subjected to reduced pressure concentration until no large amount of distillate is discharged, and the filtrate is filtered to obtain a filter cake; combining the obtained filter cakes twice, and washing with purified water with the temperature of 25 +/-5 C, and then pulping is carried out by using purified water at 25 +/-5 C for about 2.61 kg. The filter cake is firstly washed with purified water at 25 +/-5 C, and then is dried to obtain WD1:

The chemical industry reduces the impact on the environment during synthesis,40117-63-3,Quinuclidine-4-carboxylic acid hydrochloride,I believe this compound will play a more active role in future production and life.

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

22766-68-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Ethyl quinuclidine-4-carboxylate, cas is 22766-68-3,the quinuclidine compound, it is a common compound, a new synthetic route is introduced below.

A solution of phenyllithium (1 .9 M in 70 cyclohexane/30 ether, 22.30 mL, 42.40 mmol) was cooled down to -30C under nitrogen. A solution of ethyl 1 -azabicyclo[2.2.2]octane-4-carboxylate (III, 2.0 g, 10.90 mmol) in THF (27.0 mL) was slowly added to the reaction mixture at -30C over 25 mins. The reaction mixture was allowed to warm up to room temperature over 16h. The reaction was quenched with water (10.0 mL) and then evaporated to dryness under vacuum. Water (40.0 mL) and ethyl acetate (40.0 mL) were added, causing a white solid to crash out. This solid was filtered off under vacuum, to give a white powder (2.46 g, 76.8%). 1 -azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol (IV): ^H-NMR (300 MHz, CDC ) delta 7.54 – 7.51 (m, 3H), 7.33 – 7.20 (m, 6H), 2.85 – 2.80 (m, 6H), 1 .78 – 1.72 (m, 6H). MS (ESI) m/z calcd for C20H23NO: 293, found 294 [M + H]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Ethyl quinuclidine-4-carboxylate, 22766-68-3

Reference£º
Patent; HOVIONE SCIENTIA LIMITED; TURNER, Craig; LOURENCO, Nuno Torres; SOBRAL, Luis; ANTUNES, Rafael; SANTOS, Maria; ESPADINHA, Margarida; (35 pag.)WO2018/87561; (2018); A1;,
Quinuclidine – Wikipedia
Quinuclidine | C7H13N | ChemSpider

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

Step 8: (S)-4- ((1- (5- (2-methoxyquinolin-1-ium-3-yl)oxazol-2-yl)- 7- (methylamino)- 7-oxoheptyl)carbamoyl)quinuclidin-1-ium mono L-tartrate salt (F8)A solution of 4-carboxyquinuclidin-1-ium chlorhydrate (1.3 eq.) in DMF (0.1 M) was treated with HOBt (1.3 eq.), EDC HC1 (1.3 eq.) and DIPEA (1.3 eq.). The reaction mixture was stirred at room temperature for 10 minutes and then added to F7. The reaction was stirred for at RT for 48 h, filtered and directly purified by RP-HPLC (Acetonitrile/H20 + 0.1 % TFA). The product was obtained as TFA salt which was partitioned between DCM and sat. aq. NaHCO3. Theorganic phase was separated dried over Na2504 and concentrated under reduced pressure. The resulting 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. MS (ESj C29H37N504: 520 (M+H).

40117-63-3, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,40117-63-3 ,Quinuclidine-4-carboxylic acid hydrochloride, other downstream synthetic routes, hurry up and to see

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

26458-78-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Quinuclidine-4-carbonitrile, cas is 26458-78-6,the quinuclidine compound, it is a common compound, a new synthetic route is introduced below.

Quinuclidine-4-carbonitrile (4 g, 29.4 mmol) was treated with 30 mL of 6 N aqueous HCl solution and stirred under reflux for 16 hr. The reaction mixture was cooled and evaporated to dryness under reduced pressure. The solid obtained was triturated with 20% ether-hexane to afford the HCl salt of quinuclidine-4-carboxylic acid (5.5 g, quantitative).

The chemical industry reduces the impact on the environment during synthesis,26458-78-6,Quinuclidine-4-carbonitrile,I believe this compound will play a more active role in future production and life.

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

40117-63-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Quinuclidine-4-carboxylic acid hydrochloride, cas is 40117-63-3,the quinuclidine compound, it is a common compound, a new synthetic route is introduced below.

(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.

The chemical industry reduces the impact on the environment during synthesis,40117-63-3,Quinuclidine-4-carboxylic acid hydrochloride,I believe this compound will play a more active role in future production and life.

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

22766-68-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Ethyl quinuclidine-4-carboxylate, cas is 22766-68-3,the quinuclidine compound, it is a common compound, a new synthetic route is introduced below.

1-azabicyclo[2.2.2]oct-4-yl[bis(3-fluorophenyl)]methanol A solution of 3-fluorophenylmagnesiumbromide (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 (0.1756 g, 0.958 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 (0.242 g, 76.7%). EI-MS m/z 330(M+H+) Rt (1.45 min).

The chemical industry reduces the impact on the environment during synthesis,22766-68-3,Ethyl quinuclidine-4-carboxylate,I believe this compound will play a more active role in future production and life.

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