Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

Production Example 243 (0564) 5-[3-(4-Chlorophenyl)propyl]isoxazole-3-carboxylic acid (0.78 g, 2.9 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (0.60 g, 4.4 mmol), triethylamine (0.44 g, 4.4 mmol) and 1-hydroxybenzotriazole (0.04 g, 0.3 mmol) were added to a mixed solvent of chloroform (amylene addition product) (4 mL) and tetrahydrofuran (4 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.67 g, 3.5 mmol) was added to the mixture at room temperature, and the mixture was stirred at room temperature overnight and then concentrated under reduced pressure. Dilute hydrochloric acid was added to the residue, and the mixture was extracted three times with ethyl acetate. The organic layer was washed with a saturated aqueous sodium bicarbonate solution and saturated saline water and dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.78 g of N-(tetrahydrofuran-3-ylmethyl)-5-[3-(4-chlorophenyl]propyl) isoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (252)) represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.62-1.73 (1H, m), 1.99-2.15 (3H, m), 2.53-2.63 (1H, m), 2.66(2H, t), 2.80(2H, t), 3.46(2H, t), 3.59 (1H, dd), 3.73-3.80 (1H, m), 3.83-3.95(2H, m), 6.46 (1H, s), 6.92 (1H, br s), 7.11(2H, d), 7.27(2H, d)

184950-35-4, The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); 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.184950-35-4,(Tetrahydrofuran-3-yl)methanamine hydrochloride,as a common compound, the synthetic route is as follows.

5- (5-phenoxypentyl) isoxazole-3-carboxylic acid (0.70 g, 2.5 mmol), Tetrahydrofuran-3-ylmethylamine hydrochloride (0.42 g, 3.0 mmol), Triethylamine (0.31 g, 3.0 mmol) And 1-hydroxybenzotriazole (0.04 g, 0.30 mmol) Was added to chloroform (amylene added product) (8 mL). To the mixture, 1-Ethyl-3- (3-dimethylaminopropyl) carbodiimide hydrochloride (0.58 g, 2.4 mmol) was added at room temperature, After stirring overnight, And concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, Extracted twice with ethyl acetate. The organic layer was washed with saturated brine, After drying with anhydrous sodium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -5- (5-phenoxypentyl) isoxazole-3-carboxamide (Hereinafter referred to as the amide compound (147)) 0.81 g was obtained., 184950-35-4

The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

17347-61-4, 2,2-Dimethylsuccinicanhydride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 154-[4-(2-tert-Butylphenyl)piperazin-1-yl]-2,2-dimethyl-4-oxobutanoic acidA mixture of 1-(2-tert-butylphenyl)piperazine dihydrochloride obtained in Reference Example 1 (400 mg), 2,2-dimethylsuccinic anhydride (400 mg), triethylamine (1.39 mL), and tetrahydrofuran (20 mL) was stirred at room temperature for over-night.Water was added to the reaction solution, and the mixture was extracted with ethyl acetate.The ethyl acetate layer was washed with saturated brine, and dried over anhydrous magnesium sulfate.The solvent was evaporated under reduced pressure to provide the title compound (1.03 g, 95percent) as a colorless solid.1H NMR (300 MHz, DMSO-d6) delta 1.17 (s, 3H), 1.19 (s, 3H), 1.41 (s, 9H), 2.54-2.84 (m, 7H), 3.06-3.23 (m, 1H), 3.90-3.95 (m, 1H), 4.38-4.40 (m, 1H), 7.11-7.16 (m, 1H), 7.19-7.24 (m, 1H), 7.30-7.36 (m, 2H), 11.79 (br, 1H)., 17347-61-4

As the paragraph descriping shows that 17347-61-4 is playing an increasingly important role.

Reference£º
Patent; Kasai, Shizuo; McGee, JR., Kevin Francis; US2012/71489; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

16874-33-2, Tetrahydrofuran-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: Synthesis of ethyl tetrahydrofuran-2-carboxylate:To a stirred solution of tetrahydrofuran-2-carboxylic acid (about 10 g) in ethanol (150 ml), sulfuric acid (about 10 ml) was added and refluxed for 6 hours at 80 ¡ãC. Completion of the reaction was monitored by TLC, reaction mixture was evaporated under reduced pressure, the residue was taken in water, neutralized with saturated NaHC03 and extracted with DCM, the organic layer was dried over a2S04 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using 5percent ethyl acetate in hexane as eluent to furnish the title compound (12 g) as a light yellow liquid. NMR (300 MHz, CDC13): 1.22- 1.27 (m, 3H); 1.57- 1.87 (m, 8H); 2.65-2.76 (m, 1H); 4.08-4.15 (m, 2H); ES Mass: [M+l ] 143 (100percent).

16874-33-2, 16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; VAMSI KRISHNA, Bandi; MANOHAR SHARMA, Vedula; RATHNAKAR REDDY, Kura; MADHANMOHAN REDDY, Musku; VL SUBRAHMANYAM, Lanka; PREM KUMAR, Mamnoor; WO2011/61590; (2011); 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 1 1 : 2-(4-(Benzofuran-5-yl)phenyl)-3-(((R)-1 -((S)-tetrahvdro-furan-2- carbonyl)pyrrolidin-3-yl)methyl)-1 ,3-diazaspiro[4.4lnon-1 -en-4-one (Compound 190) To a stirring solution of (R)-2-(4-(benzofuran-5-yl)phenyl)-3-(pyrrolidin-3- ylmethyl)-1 ,3-diazaspiro[4.4]non-1 -en-4-one (44 mg, 0.109 mmol) and tetrahydro-furan-2-carboxylic acid (12.9 mg, 0.109 mmol) in DCM (2.5 mL) and Et3N (0.22 mL, 1 .63 mmol) was added HATU (53.8 mg, 0.14 mmol). After stirring at room temperature overnight, the reaction mixture was concentrated in vacuo and the resulting residue was purified by flash chromatography (silica gel, 25percent to 65percent EtOAc in heptane) to yield 2-[4-(1 -benzofuran-5-yl)phenyl]-3- ({(3R)-1 -[(2S)-tetrahydro-furan-2-ylcarbonyl]pyrrolidin-3-yl}methyl)-1 ,3- diazaspiro[4.4]non-1 -en-4-one (36.7 mg, 66percent). 1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 1 .43 – 1 .70 (m, 1 H), 1 .81 – 2.1 1 (m, 9 H), 2.1 1 – 2.32 (m, 4 H), 2.38 – 2.62 (m, 1 H), 3.1 1 (dd, J=12.2, 7.3 Hz, 1 H), 3.28 – 3.44 (m, 1 H), 3.49 – 3.65 (m, 2 H), 3.77 – 3.96 (m, 4 H), 4.37 – 4.47 (m, 1 H), 6.86 (d, J=2.2 Hz, 1 H), 7.56 (dd, J=8.8, 2.0 Hz, 1 H), 7.62 (d, J=8.6 Hz, 1 H), 7.71 (d, J=2.2 Hz, 1 H), 7.80 – 7.90 (m, 5 H); MS m/z 512.3 (M+H)+.

16874-33-2, As the paragraph descriping shows that 16874-33-2 is playing an increasingly important role.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BIGNAN, Gilles C.; CONNOLLY, Peter J.; LU, Tianbao L.; PARKER, Michael H.; LUDOVICI, Donald; MEYER, Christophe; MEERPOEL, Lieven; SMANS, Karine; ROCABOY, Christian; WO2014/39769; (2014); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

97-99-4,97-99-4, (Tetrahydrofuran-2-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: NaH (38.5 mg, 0.96 mmol (60% in mineral oil)) was added to a 50 ml round-bottom flask and dry DMF was added.(DMF will not dissolve NaH but it will be a suspension). To this mixture was added 2-fluoroethanol (18.50 mg, 0.29 mmol) at room temperature, and the mixture wasstirred for 10 min.To the suspension was added 2-(3-(5-fluoropyridin-3-yl)phenyl)imidazo[1,2-a]pyridine-8-carboxamide (80 mg, 0.24 mmol), and the resulting mixture was heated at 100C for 2 hr.The DMF was evaporated, and the crude material was purified by silica gel column chromatography eluting with 0-20% MeOH/DCM. The material thus produced was further purified by Gilson Prep HPLC to obtain desired product 2-(3-(5-(2-fluoroethoxy)pyridin-3-yl)phenyl)imidazo[1,2-a]pyridine-8-carboxamide (15.00 mg, 16.56 %).

The synthetic route of 97-99-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ramachandran, Sreekanth; Panda, Manoranjan; Mukherjee, Kakoli; Choudhury, Nilanjana Roy; Tantry, Subramanyam J.; Kedari, Chaitanya Kumar; Ramachandran, Vasanthi; Sharma, Sreevalli; Ramya; Guptha, Supreeth; Sambandamurthy, Vasan K.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 17; (2013); p. 4996 – 5001;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

4100-80-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4100-80-5,3-Methyldihydrofuran-2,5-dione,as a common compound, the synthetic route is as follows.

EXAMPLE II Preparation of 4-(5,8-methano-5,6,7,8-tetrahydro-2-naphthyl)-4-oxo-2-methyl butyric acid Compound of formula I where A=–CH2 –2, R1,R3 =–CH2 –, R2 =R4 =H, R5 =R6 =H, R’,R”=oxo, R7 =OH and R8 =CH3 To a suspension of 13.33 g (0.1 mole) of anhydrous aluminum chloride in 70 cm3 of dry dichloromethane, stirred at ambient temperature, there is slowly added, over about a 30 minute period, an equimolar solution of 7.11 g (0.05 mole) of 1,4-methano-1,2,3,4-tetrahydronaphthalene and 5.7 g (0.05 mole) of methylsuccinic anhydride in 50 cm3 of dry dichloromethane. At the end of the addition, the reaction mixture is stirred for 1 additional hour at ambient temperature, and it is then poured into 100 cm3 of ice water. The organic phase is decanted and the aqueous phase is again extracted twice with 100 cm3 of dichloromethane. The dichloromethane phases are washed with water, dried on sodium sulfate and then evaporated to dryness. The resulting crude oil is crystallized by trituration in 100 cm3 of tepid hexane. After filtration, the resulting beige solid is recrystallized in 120 cm3 of a 90/10 hexane/acetone mixture, thereby yielding 5.1 g of white crystals which are taken up in 50 cm3 of isopropyl ether, filtered and again recrystallized in 80 cm3 of a 60/40 isopropyl ether/hexane mixture. After drying, 1.7 g of 4-(5,8-methano-5,6,7,8-tetrahydro-2-naphthyl)-4-oxo-2methyl butyric acid in the form of a white solid whose melting point is 148¡ã C. are obtained. The NMR1 H 250 MHz and 13 C spectra conform to the expected structure.

The synthetic route of 4100-80-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Societe Anonyme Dite: L’Oreal; US5068393; (1991); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

16874-34-3, Ethyl tetrahydrofuran-2-carboxylate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 229 – Preparation of Intermediate 56 The synthesis of Intermediate 56 followed the procedure of General Procedure 2 following: Intermediate 55 Intermediate 56 To a cooled (0C) solution of ethyl tetrahydrofuran-2-carboxylate (Intermediate 55, 6 g, 41.66 mmol in THF (100 mL), dry acetonitrile (3.4 mL, 83.33 mmol) was added. After 10 min, LHDMS (1M in THF, 13.9 g, 83.3 mmol) was added. After stirring at 0C for 2 hours, the mixture was quenched with saturated citric acid solution until pH=5 and extracted into Ethyl acetate (3 x 200 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated under reduced pressure to give 3-oxo-3-(tetrahydrofuran-2-yl)propanenitrile (Intermediate 56, 7.5 g, yield: 99%) as an oily residue that was used without further purification into the next step. m/z 140.02 [M+H]+; TLC System: 10% Methanol- dichloromethane; Rf-0.4., 16874-34-3

As the paragraph descriping shows that 16874-34-3 is playing an increasingly important role.

Reference£º
Patent; VERSEON CORPORATION; SHORT, Kevin Michael; ESTIARTE-MARTINEZ, Maria de los Angeles; KITA, David Ben; SHIAU, Timothy Philip; (340 pag.)WO2016/138532; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 5 (0316) 1-Methyl-3-pentyl-1H-pyrazole-5-carboxylic acid (1.82 g, 10 mmol), tetrahydrofuran-3-ylmethylamine hydrochloride (1.38 g, 10 mmol), triethylamine (1.01 g, 10 mmol) and 1-hydroxybenzotriazole (0.15 g, 1.0 mmol) were added to chloroform (amylene addition product) (60 mL). 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (1.92 g, 10 mmol) was added to the mixture at room temperature, and the mixture was stirred overnight and then concentrated under reduced pressure. Dilute hydrochloric acid was added to the concentrate, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 2.61 g of N-(tetrahydrofuran-3-ylmethyl)-1-methyl-3-pentyl-1H-pyrazol e-5-carboxamide (hereinafter, referred to as Compound of Present Invention (5)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):0.90(3H, t), 1.29-1.39(3H, m), 1.59-1.72(5H, m), 2.05-2.14(2H, m), 2.53-2.62(2H, m), 3. 42 (2H, t), 3.61-3.63(1H, m), 3.74-3.76(1H, m), 3.79-3.85(1H, m), 3.92-3.94(1H, m), 4.11(3H, s), 6.15(1H, br s), 6.26(1H, s), 184950-35-4

As the paragraph descriping shows that 184950-35-4 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Preparation c-128 Tetrahydro-furan-2-carboxylic acid amide To a solution of tetrahydro-furan-2-carboxylic acid (2.42 g, 20.82 mmol) in anhydrous tetrahydrofuran (120 mL), under an atmosphere of nitrogen at 0 C., was added triethylamine (8.5 mL, 61.23 mmol) and ethyl chloroformate (2.4 mL, 25.10 mmol). White precipitation formed after the addition of ethyl chloroformate and the resulting mixture stirred for 45 minutes at 0 C. Ammonia gas was bubbled into the solution for 2 hours and the gas source removed. The reaction mixture was then allowed to warm to ambient temperature and stirred for 16 hours. The solution was adjusted to pH 1 by addition of 1 N hydrochloric acid, and then extracted with ethyl acetate (3*50 mL). The combined organic extracts were dried (anhydrous magnesium sulfate), filtered, and concentrated in vacuo to give the crude product. The residue was purified by flash column chromatography (hexanes to 10% ethyl acetate/hexanes) to afford the title compound (0.97 g, 41%) as a white solid. LRMS (m/z): 116 (M+H)+. 1H NMR (CDCl3, 300 MHz): 4.35 (1H, dd, J=8.5, 5.8 Hz), 3.92 (2H, m), 2.18 (2H, m), 1.90 (2H, m).

16874-33-2, 16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc; US2005/187266; (2005); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem