Heterocyclic Building Blocks-Tetrahydrofuran

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 5 (0218) 5-[2-(1-Naphthyloxy)ethyl]pyridine-2-carboxylic acid sodium salt (300 mg, 0.95 mmol) obtained in Reference Production Example 14, (tetrahydrofuran-3-yl)methylamine hydrochloride (176 mg, 1.25 mmol) and 1-hydroxybenzotriazole (14 mg, 0.10 mmol) were added to chloroform (6 mL), and triethylamine (0.29 mL, 2.05 mmol) was further added, then 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (225 mg, 1.18 mmol) was added, and the mixture was stirred at room temperature for 4 hours, and concentrated under reduced pressure conditions. The residue was applied to a silica gel column chromatography to obtain 319 mg of N-(tetrahydrofuran-3-ylmethyl)-5-[2-(1-naphthyloxy)ethyl]pyridine-2-carboxylic acid amide (hereinafter, referred to as Compound of the Present Invention (5).) represented by the following formula. Compound of the Present Invention (5) (0219) 1H-NMR (CDCl3, TMS) delta(ppm): 1.66-1.76 (m, 1H), 2.03-2.14 (m, 1H), 2.56-2.65 (m, 1H), 3.29-3.35 (m, 2H), 3.47-3.54 (m, 2H), 3.58-3.64 (m, 1H), 3.73-3.81 (m, 1H), 3.85-3.95 (m, 2H), 4.38-4.43 (m, 2H), 6.78-6.81 (m, 1H), 7.35-7.37 (m, 1H), 7.41-7.51 (m, 2H), 7.77-7.89 (m, 3H), 8.13-8.22 (m, 3H), 8.57-8.60 (m, 1H)., 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; AWASAGUCHI, Kenichiro; (20 pag.)US2017/144995; (2017); 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

B. 6-Bromo-N2-((tetrahydrofuran-3-yl)methyl)pyrazine-2,3-diamine.3,5-Dibromopyrazin-2-amine (253 mg, 1 mmol), (tetrahydrofuran-3-yl)methanamine hydrochloride (0.33 g, 2.4 mmol), diisopropylethylamine (0.5 mL), and n-butanol (2 mL) were heated in a Biotage Emrys Optimizer microwave reactor at 200 C for 2 h. The reaction was purified on silica gel column (0-10% methanol in ethyl acetate) to give a tan solid (140 mg, 51% yield). MS (ESI) m/z 303.3 [M+l]+., 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; SIGNAL PHARMACEUTICALS, LLC; WO2008/51493; (2008); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

111769-27-8, (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of l-methyl-5-(2-phenyl-[l,2,4]triazolo[l,5-a]pyridin-7-ylcarbamoyl)-lH-pyrazole-4- carboxylic acid (100 mg, 276 muiotaetaomicron), (R)-tetrahydrofuran-3-ylamine 4-methylbenzenesulfonate (143 mg, 552 muiotaetaomicron), diisopropylethylamine (193 mu, 1.1 mmol) and propylphosphonic anhydride (50% in ethyl acetate, 407 mu, 690 muiotaetaomicron) in tetrahydrofurane (7 ml) is refluxed for 18 hours. The solvent is evaporated and to the residue is added sat. aqueous sodium hydrogencarbonate solution. The mixture is stirred for 20 minutes while a white solid precipitates. The solid is collected by filtration, washed with diethylether and dried affording (R)-l-methyl-N5-(2-phenyl- [l,2,4]triazolo[l,5-a]pyridin-7-yl)-N4-(tetrahydrofuran-3-yl)-lH-pyrazole-4,5-dicarboxamide (114 mg, 95.7%) as a white solid, mp.: > 250C. MS: m/z= 432.3 (M+H+).

111769-27-8, The synthetic route of 111769-27-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; FLOHR, Alexander; GOBBI, Luca; GROEBKE ZBINDEN, Katrin; KOERNER, Matthias; PETERS, Jens-Uwe; WO2012/76430; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

42417-39-0, 3-Aminodihydrofuran-2(3H)-one hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of Butoxy-SHL (1) To a solution of 3,4-dibutoxy-cyclobut-3-ene-1,2-dione (0.120 g, 0.53 mmol) in DMF at rt was added alpha-Amino-gamma-butyrolactone-hydrochloride (0.070 g, 0.38 mmol) and triethylamine (1.5 equiv.) and the mixture refluxed overnight. The completion of the reaction was monitored by TLC for the disappearance of starting material. The reaction was quenched with water and extracted with EtOAc (3*100 mL). The organic layers were collected, washed with brine (2*25 mL), dried over Na2SO4 and concentrated in vacuo. Flash column chromatography (SiO2, 100% EtOAc) yielded compound 1 as a brown solid.

42417-39-0, 42417-39-0 3-Aminodihydrofuran-2(3H)-one hydrochloride 445963, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; SYRACUSE UNIVERSITY; Luk, Yan-Yeung; Narasimhan, Sri Kamesh; Falcone, Eric; US2014/39195; (2014); 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.21461-84-7,(S)-(+)-5-Oxo-2-tetrahydrofurancarboxylic Acid,as a common compound, the synthetic route is as follows.

To a mixture of(2S)-5-oxotetrahydrofuran-2-carboxylic acid (1.00 kg, 7.69 mol) in DCM (10.00 L) and DMF (1OMO mL) was added (COd)2 (2.93 kg, 23.06 mol) dropwise slowly at 0C under N2. The reaction was stirred at 0 C for 30 minutes, then heated to 25 C and stirred for additional 2 hours, After the reaction was completed, the mixture was concentrated in vacuo at 40 C to afford 1.0 kg of (28)-5-oxotetrahydrofuran-2-carbonyl chloride as a yellow oil whichwas used for the next step directly., 21461-84-7

As the paragraph descriping shows that 21461-84-7 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; WANG, Baoxia; WANG, Lisha; YUN, Hongying; ZHENG, Xiufang; (78 pag.)WO2016/180743; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

88675-24-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

A solution of N, N-diisopropylethylamine (3.20 mL, 18.4mmol), l-fluoro-2-nitrobenzene (0.484 mL, 4.59 mmol), and (+)-tetrahydrofuran-3 -amine (400 nig, 4.59 mmol) in 7z-butanol (10 mL) was heated to 180 0C in a microwave reactor. After 20 min, the reaction was allowed to cool to ambient temperature and concentrated. Purification by silica gel chromatography, eluting with a gradient of hexane:EtOAc – 100:0 to 0:100, gave the title compound. MS: mlz = 209 (M + 1).

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK & CO., INC.; WO2006/31610; (2006); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

124391-75-9, (S)-(Tetrahydrofuran-3-yl)methanol is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 76: Preparation of 5-[5-Fluoro-2-oxo-l,2-dihydro-indoI-(3Z)- yIidenemcthyl]-2,4-dimethyI-lH-pyrroIe-3-carboxylic acid [(R)-3-oxo-2- (tetrahydro-furan-3-yImethyl)-isoxazolidin-4-yl]-amide76a 76b Stepl : To a solution of 76a (250mg 2.45mmol), TEA (273mg, 2.7mmol) inDCM (2OmL) was added methane sulfonyl chloride (298mg, 2.6mmol) drop-wise at O0C. The mixture was stirred overnight at room temperature. After the reaction was complete, the mixture was washed with Na2CO3 solution. The organic phase was separated and the aqueous phase was extracted by DCM (20mL*3). The organic phase was combined, dried over anhydrous Na2SO4 and evaporated to provide 76b (387mg, 88percent) as an oil.

124391-75-9, 124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; XCOVERY, INC.; WO2008/33562; (2008); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

111769-27-8, (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of l-(5-chloro-6-methyl-l-(quinolin-2-yl)-lH-benzo[111769-27-8

As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; WO2012/117062; (2012); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

88675-24-5, Tetrahydrofuran-3-amine is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To N-[(7i?, 2S)- 1 – { [ 1 -(3-bromophenyl)- 1 eta-indazol-5-yl]oxy } – 1 -(6-methoxypyridin-3- yl)propan-2-yl]-2,2-difluoropropanamide (37 mg, 68mumol), 3-aminotetrahydrofuran (18 mg, 204mumol), tri-t-butylphosphoniumtetrafluoroborat (8.8 mg, 31 mumol) and trans- bis(acetato)bis[o-(di-o-tolylphosphino)-benzyl]dipalladium(II) (10.3 mg, 14mumol) in 1.5 mL THF was added molybdaenhexacarbonyl (12.5 mg, 47 mumol). The microwave vessel was closed and radiated in a microwave reactor (CEM discover) at 150 W and 125¡ãC for 10 minutes (5 minutes ramp time. Then the solvent was removed i.vac, and the product purified by preparative thin layer chromatography on silica gel (ethyl acetate 100percent) to yield 11 mg (30percent) 3-(5-{[(7i?,25)-2-[(2,2-difluoropropanoyl)amino]-l-(6- methoxypyridin-3 -yl)propyl]oxy } – 1 H-indazol- 1 -y l)-N-(tetrahydrofuran-3 -yl)benzamide . ES+MS: m/z 580 [MH+]1H-NMR (300 MHz, CDCl3); delta = 8.20 (d, IH), 8.08 (dd, IH), 8.02 (s, IH), 7.83 (m, IH), 5 7.71 (m, IH), 7.67 (d, IH), 7.60 (dd, IH), 7.58 (t, IH), 7.16 (dd, IH), 6.99 (d, IH), 6.76 (d, IH), 6.66 (br, IH), 6.43 (br, IH), 5.36 (d, IH), 4.75 (m, IH), 4.40 (dq, IH), 4.01 (m,lH), 3.92 (s, 3H), 3.91 (m, IH), 3.83 (m, 2H), 2.38 (m, IH), 1.95 (m, IH), 1.77 (t, 3H), 1.29 (d, 3H)., 88675-24-5

Big data shows that 88675-24-5 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; WO2009/142569; (2009); 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.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

88675-24-5, Example A30 To a solution of Example A3 (2.0 g, 5.7 mmol) in NMP (10 mL) was added tetrahydro-furan-3-ylamine (1.5 g, 17.2 mmol) and DBU (1.7 g, 11.4 mmol). Nitrogen was bubbled through the mixture for 5 min and then it was heated in the microwave at 180¡ã C. for 1 h. The reaction mixture was cooled to RT, poured into water and extracted with EtOAc (3*). The combined organics were washed with brine, dried over Na2SO4, concentrated under reduced pressure and purified by silica gel chromatography to give 3-(5-amino-2-chloro-4-fluorophenyl)-1-ethyl-7-(tetrahydrofuran-3-ylamino)-1,6-naphthyridin-2(1H)-one (0.57 g, 25percent yield). 1H NMR (400 MHz, DMSO-d6): delta 8.39 (s, 1H), 7.66 (s, 1H), 7.27 (d, J=6.4 Hz, 1H), 7.18 (d, J=11.2 Hz, 1H), 6.72 (d, J=9.6 Hz, 1H), 6.33 (s, 1H), 5.31 (s, 2H), 4.46-4.42 (m, 1H), 4.08 (q, J=6.8 Hz, 2H), 3.89-3.81 (m, 2H), 3.75-3.69 (m, 1H), 3.55-3.52 (m, 1H), 2.22-2.17 (m, 1H), 1.83-1.79 (m, 1H), 1.20 (t, J=6.8 Hz, 3H).

As the paragraph descriping shows that 88675-24-5 is playing an increasingly important role.

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Kaufman, Michael D.; Petillo, Peter A.; US8461179; (2013); B1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem