Heterocyclic Building Blocks-benzodioxan

2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, cas is 4442-54-0, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,4442-54-0

WORKING EXAMPLE 17 A mixture of 1,4-benzodioxane-6-carboxylic acid (0.5 g), benzene (20 ml) and thionyl chloride (5 ml) is heated for one hour under reflux. The reaction mixture is evaporated to dryness under reduced pressure. To the residue is added benzene (50 ml), then the solvent is again distilled off to leave 1,4-benzodioxane-6-carbonyl chloride.

As the rapid development of chemical substances, we look forward to future research findings about 4442-54-0

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US4937246; (1990); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

4442-54-0, 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

INTERMEDIATE 97: (S)-dibenzyl 2-(4-(5-((((R)-2-((R)-1 -(N-((2,3- dihydrobenzo[b][1 ,4]dioxine-6- carbonyl)oxy)formamido)propyl)heptanamido)methyl)carbamoyl)furan-2-yl)-2- ethoxybenzamido)succinate HATU (0.084 g, 0.221 mmol) was added to a solution containing 2,3- dihydrobenzo[b][1 ,4]dioxine-6-carboxylic acid (0.037 g, 0.203 mmol) and DI PEA (0.097 ml_, 0.554 mmol) in MeCN (2 ml_) at RT. After stirring for 30 mins, (S)-dibenzyl 2-(2-ethoxy-4-(5- ((((R)-2-((R)-1 -(N-hydroxyformamido)propyl)heptanamido)methyl)carbamoyl)furan-2- yl)benzamido)succinate (0.2 g, 0.185 mmol), was added and the reaction was stirred at RT overnight. Water was added and the reaction was extracted with EtOAc. The organic layer was dried over Na2S04 and concentrated. Purification by Si (0-80percent EtOAc/Hex) afforded the title compound as a pale yellow solid. (162 mg, 90 percent yield). MS (m/z) 975.4 (M+H)+

4442-54-0, The synthetic route of 4442-54-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; DONATELLI, Carla A.; DOWDELL, Sarah E.; ELBAN, Mark; HILFIKER, Mark A.; HOANG, Tram H.; HOLT, Dennis Alan; MANNS, Sharada; MARCUS, Andrew; POTTEIGER, Craig; SHENJE, Raynold; WASHBURN, David G.; (364 pag.)WO2017/6296; (2017); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, cas is 4442-54-0, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,4442-54-0

General procedure: NEt3 (0.57?mL, 4.00?mmol) was added dropwise to a suspension of 3-methoxyphenylacetic acid (0.60?g, 4.00?mmol) and [Ti(eta5-C5H5)2Cl2] (0.50?g, 2.00?mmol) in toluene (50?mL) at room temperature. The reaction mixture colour changed immediately from deep red to orange and was then stirred for 3?h at 80?¡ãC. The mixture was decanted and filtered to remove the triethylammonium chloride salt. The filtrate was then concentrated and cooled to ?30?¡ãC to give orange crystals of the complex which were isolated by filtration.

As the rapid development of chemical substances, we look forward to future research findings about 4442-54-0

Reference£º
Article; Ceballos-Torres, Jesu?s; Caballero-Rodri?guez, Mari?a J.; Prashar, Sanjiv; Paschke, Reinhard; Steinborn, Dirk; Kaluerovic?, Goran N.; Go?mez-Ruiz, Santiago; Journal of Organometallic Chemistry; vol. 716; (2012); p. 201 – 207;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, cas is 3663-80-7, it is a common heterocyclic compound, the benzodioxans compound, its synthesis route is as follows.,3663-80-7

EXAMPLE 26 Preparation of (-)-N-[[3-[4-[4-[(2,3-Dihydro-1,4-benzodioxin-2-yl)carbonyl]-1-piperazinyl]-3,5-difluorophenyl]-4,5-dihydro-5-isoxazolyl]methyl]acetamide STR38 To a flame dried flask containing (-)-N-[[4,5-dihydro-3-[3,5-difluoro-4-(1-piperazinyl)phenyl]-5-isoxazolyl]methyl]acetamide (see Example 25) (175 mg), 1,4-benzodioxan-2-carboxylic acid (112 mg, 0.0.62 mmol), DMAP (7 mg) in pyridine (~5 mL) is added EDC (119 mg) at ambient temperature and stirred for 3 days. The reaction is diluted with CH2 Cl2 (25 mL) and washed with H2 O (2*50 mL) and saline (50 mL). The organic phase is dried over sodium sulfate, filtered and concentrated in vacuo and chromatographed on silica gel (230-400 mesh, 100 mL), eluding with chloroform/methanol. The appropriate fractions are combined and concentrated to give the title compound, mp 158-159¡ã C., [alpha]25D -41¡ã (CHCl3).

3663-80-7 is used more and more widely, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid

Reference£º
Patent; Pharmacia & Upjohn Company; US6069141; (2000); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 4442-54-0, its synthesis route is as follows.,4442-54-0

Method I Ba (1 mmol) and 2,3-dihydrobenzo[b][1,4]dioxin-6-carboxylic acid (or 2,3-dihydrobenzo[b][1,4]dioxin-2-carboxylic acid) (1 mmol) together with EDCI (1.5 mmol) and HOBt (0.05 mmol) in CH2Cl2 (20 mL) were refluxed at room temperature for 10 h. While the reaction completed, the solution was washed with water for three times (30 mL each time). The remaining water layer was extracted by EtOAc for three times (30 mL each time). The organic layers (CH2Cl2 and EtOAc) were combined and then evaporated. The separated solid was crystallized from mixture of DMF and ethanol (9:1) to obtain the corresponding compound as translucent solid. 4.5.12 (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)(5-(3-fluorophenyl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)methanone (C12) White crystal, mp: 162-163 ¡ãC. 1H NMR (CDCl3, 300 MHz) delta: 3.11-3.17 (m, 1H), 3.70-3.80 (m, 1H), 3.86 (s, 3H), 4.32-4.37 (t, J = 5.4 Hz, 4H), 5.76-5.82 (m, 1H), 6.91-6.98 (m, 4H), 7.03 (s, 1H), 7.10-7.13 (d, J = 7.8 Hz, 1H), 7.66-7.70 (m, 4H), 7.74 (s, 1H). MS (ESI): 433.15 (C25H22FN2O4, [M+H]+). Anal. Calcd for C25H21FN2O4: C, 69.44; H, 4.89; F, 4.39; N, 6.48; O, 14.80. Found: C, 69.16; H, 4.87; N, 6.49.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid

Reference£º
Article; Yang, Yu-Shun; Li, Qing-Shan; Sun, Shuai; Zhang, Yan-Bin; Wang, Xiao-Liang; Zhang, Fei; Tang, Jian-Feng; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 20; 20; (2012); p. 6048 – 6058;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

As a common heterocyclic compound, it belong benzodioxans compound,(2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol,274910-19-9,Molecular formula: C9H10O3,mainly used in chemical industry, its synthesis route is as follows.,274910-19-9

N5-Cyclobutyl-N3-methyl-2-oxo-1, 2-d ihydropyrid ine-3,5-d icarboxamide (50 mg, 0.201mmol), (2,3-dihydrobenzo[b][1,4]dioxin-5-yl)methanol (50.0 mg, 0.301 mmol) and 2-(tributylphosphoranylidene)acetonitrile (0.166 mL, 0.632 mmol) were combined in toluene (1.5 mL)and the reaction mixture heated in a 5 mL microwave vial on a Biotage Initiator microwave at 120C for 30 mm. The reaction mixture was poured onto water (20 mL), and extracted with ethylacetate (3 x 10 mL). The combined organic portions were evaporated in vacuo to yield the crude product as a brown oil. The product was loaded in dichloromethane onto a 25 g SNAP silica cartridge and purified via Biotage 5P4 flash chromatography, eluting from 50 – 100 % ethyl acetate/cyclohexane. The relevant fractions were combined and evaporated in vacuo – yielding 76mg of product. The sample was dissolved in MeOH/DMSO (1 mL, 1:1) and purified by MDAP (Formic). The solvent was evaporated in vacuoto give the required product – N5-cyclobutyl-1-((2,3- dihyd robenzo[b] [1,4]d ioxin-5-yl)methyl)-N3-methyl-2-oxo-1, 2-d ihydropyrid ine-3,5-dicarboxamide(40 mg, 0.096 mmol, 47.7 % yield).LCMS (2 mm Formic): Rt = 0.95 mi [MH] = 398.1.

With the synthetic route has been constantly updated, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-5-yl)methanol,belong benzodioxans compound

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; AYLOTT, Helen Elizabeth; COOPER, Anthony William James; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; HAYHOW, Thomas George Christopher; LINDON, Matthew J; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (308 pag.)WO2017/37116; (2017); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 3663-80-7, its synthesis route is as follows.,3663-80-7

To a solution of the carboxylic acid (1 equiv) and 2-amino-5- bromobenzamide (prepared according to the procedure in Scheme 2. 1 equiv) in DMF (0.3 mL) was added HATU (1.2 equiv) and N-methylmorpholine (2 equiv). The resulting mixture was stirred at room temperature overnight. After removal of solvent by rotary evaporation, the residue was dissolved in ethyl acetate (15 mL) and washed with an aqueous 1 Nu HCl solution (2 x 10 mL), a saturated aqueous Nua2C03 solution (2 x 10 mL), and brine (10 mL), dried over Na2SO4, and filtered. The solvent was removed in vacuo and the crude amide product was taken to the next reaction without further purification.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid

Reference£º
Patent; FENG, Yangbo; LOGRASSO, Philip; BANNISTER, Thomas; SCHROETER, Thomas; FANG, Xingang; YIN, Yan; CHEN, Yen Ting; SESSIONS, Hampton; CHOWDHURY, Sarwat; LUO, Jun-Li; VOJKOVSKY, Tomas; WO2010/56758; (2010); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

4442-54-0, 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid is a benzodioxans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(1) Synthesis of Compound k (0145) A mixed solution of the compound j (1.5 g) and sulfuric acid (2.0 ml)/methanol (17 ml) was introduced into an eggplant-shaped flask and heated overnight to reflux. The reaction solution was extracted with ethyl acetate. Then, the extract was washed with saturated saline, dehydrated with sodium sulfate, and concentrated. The concentrate was purified by silica gel column chromatography (Wakosil? C-300) using hexane-ethyl acetate as an eluent. Thus, the compound k was obtained (yield: 1.69 g; yield rate: 52percent).

4442-54-0, 4442-54-0 2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid 2758833, abenzodioxans compound, is more and more widely used in various fields.

Reference£º
Patent; RIKEN; Nakano, Takeshi; ASAMI, Tadao; OSADA, Hiroyuki; (31 pag.)US2017/305886; (2017); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4442-54-0,2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid,as a common compound, the synthetic route is as follows.

(2R,4R)-1-tert-butyl 2-methyl 4-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)piperidine-1,2-dicarboxylate BOP (6.59 g, 14.9 mmol) was added to a solution of 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxylic acid (2.68 g, 14.9 mmol) and DIEA (5.3 mL, 30 mmol) in DMF (50 mL). Then (2R,4R)-1-tert-butyl 2-methyl 4-aminopiperidine-1,2-dicarboxylate (3.5 g, 13.5 mmol) was added to the mixture and the resulting solution was stirred at room temperature for 18 hours. Water (100 mL) was added to quench the reaction, and extracted with ethyl acetate (2*100 mL), organic layers were dried over MgSO4, and concentrated under reduced pressure. The residue was purified by Companion (ReadySep, 120 g, silica gel packed) with ethyl acetate/heptane from 20-50percent to give the amide as off-white solid 5.4 g (95percent). LC-MC: 421.2 (t=2.4 min).

4442-54-0, The synthetic route of 4442-54-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; US2009/5416; (2009); A1;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem

Name is 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid, as a common heterocyclic compound, it belongs to benzodioxans compound, and cas is 4442-53-9, its synthesis route is as follows.,4442-53-9

7-chlorosulfonyl-1,4-benzodioxane-5-carboxylic acid 670 g of chlorosulfonic acid were introduced into a balloon flask provided with a condenser and a thermometer. 173 g of 1,4-benzodioxane-5-carboxylic acid were added in portions with the temperature being maintained at 5¡ã-10¡ã C. The mixture was heated at 55¡ã C. and then cooled and poured into ice. The precipitate was dried off, washed and dried again. 250 g of 7-chlorosulfonyl-1,4-benzodioxane-5-carboxylic acid were obtained (M.P.: 210¡ã-215¡ã C.; yield: 93.5percent).

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[b][1,4]dioxine-5-carboxylic acid

Reference£º
Patent; Societe D’Etudes Scientifiques et Industrielles de L’ile-de-France; US4186135; (1980); A;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem