Category: 165253-29-2

In an article, published in an article,authors is Bhatti, Balwinder S., once mentioned the application of 165253-29-2, Name is 3-(Bromomethyl)tetrahydrofuran,molecular formula is C5H9BrO, is a conventional compound. this article was the specific content is as follows. 165253-29-2

Synthesis of 2-(pyridin-3-yl)-1-azabicyclo[3.2.2]nonane, 2-(pyridin-3-yl)-1-azabicyclo[2.2.2]octane, and 2-(pyridin-3-yl)-1-azabicyclo[3. 2.1]octane, a class of potent nicotinic acetylcholine receptor-ligands

(Chemical Equation Presented) In an attempt to generate nicotinic acetylcholine receptor (nAChR) ligands selective for the alpha4beta2 and alpha7 subtype receptors we designed and synthesized constrained versions of anabasine, a naturally occurring nAChR ligand. 2-(Pyridin-3-yl)-1-azabicyclo[2. 2.2]octane, 2-(pyridin-3-yl)-1-azabicyclo[3.2.2]nonane, and several of their derivatives have been synthesized in both an enantioselective and a racemic manner utilizing the same basic synthetic approach. For the racemic synthesis, alkylation of N-(diphenylmethylene)-1-(pyridin-3-yl)methanamine with the appropriate bromoalkyltetrahydropyran gave intermediates which were readily elaborated into 2-(pyridin-3-yl)-1-azabicyclo[2.2.2]octane and 2-(pyridin-3-yl)-1-azabicyclo[3.2.2]nonane via a ring opening/aminocyclization sequence. An alternate synthesis of 2-(pyridin-3-yl)-1-azabicyclo[3.2.2]nonane via the alkylation of N-(1-(pyridin-3-ylethylidene)propan-2-amine has also been achieved. The enantioselective syntheses followed the same general scheme, but utilized imines derived from (+)- and (-)-2-hydroxy-3-pinanone. Chiral HPLC shows that the desired compounds were synthesized in >99.5% ee. X-ray crystallography was subsequently used to unambiguously characterize these stereochemically pure nAChR ligands. All compounds synthesized exhibited high affinity for the alpha4beta2 nAChR subtype (Ki ? 0.5-15 nM), a subset bound with high affinity for the alpha7 receptor subtype (K i ? 110 nM), selectivity over the alpha3beta4 (ganglion) receptor subtype was seen within the 2-(pyridin-3-yl)-1-azabicyclo[2.2.2]octane series and for the muscle (alpha1betagammadelta) subtype in the 2-(pyridin-3-yl)-1-azabicyclo[3.2.2]nonane series.

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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

165253-29-2, 3-(Bromomethyl)tetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of ethyl 2-oxocyclopentanecarboxylate 8a (0.50 mL, 3.4 mmol) and benzyl bromide (0.50 mL, 4.2 mmol) in N,N-dimethylacetamide (5 mL) is treated with powdered cesium carbonate (1.93 g, 5.9 mmol) and stirred at 65 ¡ãC overnight. The mixture is cooled, filtered, and concentrated in vacuo. Purification of the crude material by flash chromatography(hexanes/ethyl acetate gradient) affords ethyl 1-benzyl-2-oxocyclopentane carboxylate 8b as a clear oil., 165253-29-2

165253-29-2 3-(Bromomethyl)tetrahydrofuran 14173422, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Article; Azimioara, Mihai; Alper, Phil; Cow, Christopher; Mutnick, Daniel; Nikulin, Victor; Lelais, Gerald; Mecom, John; McNeill, Matthew; Michellys, Pierre-Yves; Wang, Zhiliang; Reding, Esther; Paliotti, Michael; Li, Jing; Bao, Dingjiu; Zoll, Jocelyn; Kim, Young; Zimmerman, Matthew; Groessl, Todd; Tuntland, Tove; Joseph, Sean B.; McNamara, Peter; Seidel, H. Martin; Epple, Robert; Bioorganic and Medicinal Chemistry Letters; vol. 24; 23; (2014); p. 5478 – 5483;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

165253-29-2, 3-(Bromomethyl)tetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 DMPU (225ml), FeCl3(0.75g) and CuCl (0.3g) are added to 3-bromomethyltetrahydrofuran (24.75g, 0.138mol), and then Et2Zn (106.8ml) is slowly dropped at 40~45 ¡ãC for 45 minutes to obtain a zinc-reagent. THF (810 ml) and PdCl2(dppf) (5.09g) are added to 4-chloro-2-(4-chlorophenyl)-thieno[2,3-d] pyridazinyl-7-ethyl formate (30g), and then the zinc-reagent is dropped to the THF solution at 45¡ãC for 4 h. The reaction mixture is poured into a saturated brine, filtrated after stirring for 15 minutes and placed for layer separation.The aqueous phase is extracted with THF (500 ml, 2 times). The organic phase is combined together, washed with a saturated brine (500ml, 3 times) and dried with anhydrous Na2SO4, and evaporated under reduced pressure to remove solvent to obtain 4-(3-tetrahydropyranmethyl)-2-(4-chlorophenyl)-thieno [2,3-d] pyridazinyl -7-ethyl formate (25 g). MS (ESI): 403(M+1), 165253-29-2

As the paragraph descriping shows that 165253-29-2 is playing an increasingly important role.

Reference£º
Patent; Zhejiang Medicine Co., Ltd. Xinchang Pharmaceutical Factory; EP2241569; (2010); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

Step 3: 3-((4-Bromo-3,5-dimethylphenoxy)methyl)tetrahydrofuran To a solution of 4-bromo-3,5-dimethylphenol (1.5 g) and K2CO3 (3.2 g) in N,N-dimethylformamide (12 mL) is added 3-(bromomethyl)tetrahydrofuran (3.6 g). The mixture is stirred for 16 hours at 80¡ã C. and then partitioned between water and ethyl acetate. The organic phase is washed with brine and dried (MgSO4). The solvent is evaporated and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 99:1?70:30) to give the title compound. Yield: 1.72 g; LC (method 1): tR=1.37 min; Mass spectrum (ESI+): m/z=285 [M+H]+., 165253-29-2

As the paragraph descriping shows that 165253-29-2 is playing an increasingly important role.

Reference£º
Patent; Boehringer Ingelheim International GmbH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; US2013/252937; (2013); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

To a stirring solution of methyl 3-aza-4,4-diphenyl-but-3-enoate (23.00 g, 90 mmol) under N2 in dry DMF (25 mL) and toluene (25 mL) was added potassium tert-butoxide (10.20 g, 90 mmol) in one portion. The reaction mixture was stirred for 15min; it changed color from yellow to dark reddish-brown. Then, a solution of 3-(bromomethyl)oxolane (15 g, 90 mmol) in DMF (20 mL) and dry toluene (20 mL) was added via cannula over a period of 30 min. The reaction mixture was stirred for an additional 16 h at ambient temperature. Then, IN HC1 (100 mL) was added to the reaction mixture and it was stirred for another 30 min. The mixture was extracted with ethyl acetate (3 x 50 mL). The aqueous layer was basified with solid K2CO3 to pH 8-9, then saturated with solid NaCl and extracted with ethyl acetate (4 x 50 mL). The combined ethyl acetate extracts were dried (K2CO3X filtered and concentrated by rotary evaporation to give methyl 3-(3-oxolanyl)-2-aminopropanoate (10 g, 59.37 percent) as a brown liquid.

165253-29-2, 165253-29-2 3-(Bromomethyl)tetrahydrofuran 14173422, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; TARGACEPT, INC.; WO2006/23630; (2006); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

A solution of 3-(bromomethyl)tetrahydrofuran (8.OOg, 48.48 mmol) and 2-amino pyridine (9.12g,97.02 mmol) in sulfolane (250 mL) was heated to 80 00 for 70 hours. The reaction was thencooled to room temperature and then diluted with 5 L of CH2CI2, and twice extracted with 500 mL of water. The aqueous phase was concentrated in vacuo. To the residue was then added CH2CI2 (100 mL) and a thick orange oil precipitated. The CH2CI2 was decanted and the oil dried in vacuo to afford the desired salt as a wax contaminated with a trace amount of sulfolane (1 .1 g,9percent yield).LC-MS: mass calc?d. for 010H15N20 [M] 179.1, found 179.3; RT = 0.326 mm.

165253-29-2, 165253-29-2 3-(Bromomethyl)tetrahydrofuran 14173422, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; BASF SE; BANDUR, Nina Gertrud; MCLAUGHLIN, Martin John; POHLMAN, Matthias; DIETZ, Jochen; VON DEYN, Wolfgang; WO2015/28630; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

165253-29-2, 3-(Bromomethyl)tetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the saturated Na2S03 aqueous solution (10 mL) was added 3-(bromomethyl)tetrahydrofuran (1.00 g, 6.06 mmol). The reaction mixture was heated to refluxand stirred for 24 h and concentrated in vacuo. The residue was stirred with EtOH (20 mL) at50 oc for 30 min, and then filtered immediately. The filtrate was concentrated in vacuo to affordthe title compound as a white solid (875.3 mg, yield 76.8percent).MS (ESI, neg. ion) m/z: 165.1 [M-Nar;1H NMR (400 MHz, DMSO-d6) 8 (ppm): 3.55-3.45 (m, 1H), 3.36 (td, J = 8.1, 5.0 Hz, 1H), 3.28(dd, J = 15.3, 7.7 Hz, 1H), 3.08 (dd, J = 8.3, 6.6 Hz, 1H), 2.29-2.23 (m, 1H), 2.19-2.10 (m, 2H),1.75-1.65 (m, 1H), 1.31-1.19 (m, 1H)., 165253-29-2

The synthetic route of 165253-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; DAI, Weilong; XI, Ning; LI, Minxiong; ZHANG, Tao; LI, Xiaobo; HU, Haiyang; CHEN, Wuhong; WANG, Tingjin; LIU, Jun; (188 pag.)WO2017/48675; (2017); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

165253-29-2, 3-(Bromomethyl)tetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 3-(bromomethyl)tetrahydrofuran (2 g, 12.2 mmol) and AcSK (2.7 g, 24.4 mmol) in DMF (10 mL) was stirred overnight at rt. The mixture was poured into water (50 mL) and extracted with dichloromethane (50 mLx3). The organic extracts were combined, dried over anhydrous sodium sulfate, and concentrated to give crude S-(tetrahydrofuran-3-yl)m ethyl ethanethioate (2.0 g, quantative yield), which was used for next reaction without further purification. The compound was confirmed with LC- MS only: 161.27 (M+H)+, C7Hi202S.

165253-29-2, The synthetic route of 165253-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NEUROPORE THERAPIES, INC.; STOCKING, Emily M.; WRASIDLO, Wolfgang J.; (175 pag.)WO2019/199864; (2019); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

To a saturated aqueous sodium sulfite solution (10 mL) was added 3- (bromomethyl) tetrahydrofuran (1.00 g, 6.06 mmol).The reaction mixture was warmed to reflux for 24 hours,And then concentrated under reduced pressure.To the resulting residue was added ethanol (20 mL)The resulting mixture was warmed to 50 ¡ã C,Stir for 30 minutes,Immediately filter hot.The filtrate was concentrated under reduced pressure to give the title compound as a white solid(875.3 mg, yield 76.8percent).

165253-29-2, 165253-29-2 3-(Bromomethyl)tetrahydrofuran 14173422, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Sunshine Lake Pharma Co., Ltd.; Xi, Ning; Dai, Weilong; Li, Minxiong; Chen, Wuhong; Zhang, Tao; Hu, Haiyang; Li, Xiaobo; Liu, Jun; Wang, Tingjin; (146 pag.)CN106478651; (2017); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 1-(4-hydroxyphenyl)ethanone (1.0 g), potassium carbonate ( 2.1 g ), 1-bromo-2-methylpropane (1.1 g) was stirred in ethanol at room temperature for 2 days. The reaction mixture was filtered, the filtrate was concentrated. The residue was purified by column chromatography with petroleum ether: ethyl acetate (15:1) as eluent to afford the desired product (165mg, yield 11.7percent).

165253-29-2, 165253-29-2 3-(Bromomethyl)tetrahydrofuran 14173422, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Article; Evena?s, Johan; Edfeldt, Fredrik; Lepisto?, Matti; Svitacheva, Naila; Synnergren, Anna; Lundquist, Britta; Gra?nse, Mia; Ro?nnholm, Anna; Varga, Mikael; Wright, John; Wei, Min; Yue, Sherrie; Wang, Junfeng; Li, Chong; Li, Xuan; Chen, Gang; Liao, Yong; Lv, Gang; Tjo?rnebo, Ann; Narjes, Frank; Bioorganic and Medicinal Chemistry Letters; vol. 24; 5; (2014); p. 1315 – 1321;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem