Category: 1462-37-9

Application of 1462-37-9, These common heterocyclic compound, 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Stage 1; – /V-{1-[2-(Benzyloxy)ethyl]piperidin-4-yl}-4-{[(7R)-8-cyclopentyl-7-ethyl-5-methyl-6- oxo-5,6,7,8-tetrahydropteridin-2-yl]amino}-3-methoxybenzamide To a solution of Intermediate C (300mg, 0.59mmol) in DMF (3ml), was added benzyl-2- bromoethylether (0.09ml, 0.59mmol), K2CO3 (163mg, 1.18mmol) and NaI (catalytic amount). The reaction mixture was stirred for 18 hours at 50 °C, cooled to RT and partitioned between EtOAc (10ml) and water (10ml). The aqueous layer was re-extracted with EtOAc (2 x 10ml) and the combined organic layers were washed with water (2 x 10ml), brine (2 x 15mL), dried (MgSO4), and concentrated under reduced pressure. Purification by column chromatography (5 – 10percent MeOH in DCM) afforded the title product (213mg, 56percent). ESMS m/z 642 [M+H]+

Statistics shows that ((2-Bromoethoxy)methyl)benzene is playing an increasingly important role. we look forward to future research findings about 1462-37-9.

Reference:
Patent; CHROMA THERAPEUTICS LTD.; WO2008/50078; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1462-37-9, Safety of ((2-Bromoethoxy)methyl)benzene

[00405] Step A: To a solution of ((2-bromoethoxy)methyl)benzene (1.34 mL, 7.6 mmol) in diethyl ether (20 mL) were added magnesium turnings (0.185 g, 7.6 mmol) and the mixture was heated at reflux for 30 min. The mixture was cooled to -20 0C, and a solution of (4-(lH-pyrazol-5-ylamino)pyirolo[l,2-f][l,2,4]triazin-2-yichi4- fiuorophenyl)methanone (700 mg, 2.17 mmol) in THF (20 mL) was added. The mixture was stirred at -20 °C for 1 hour, then aqueous ammonium chloride was added, and the precipitated solid was collected by filtration, washing with water. The crude solid was purified using chromatography on silica gel eluting with 2-8percent MeOH/DCM to afford 1 -(4-( 1 H-pyrazol-5-ylamino)pyrrolo [ 1 ,2-fJ [ 1 ,2,4]triazin-2-yl)-4- (benzyloxy)-l-(4-fluorophenyl)butan-l-ol (625 mg, 85percent).

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Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; ABRAHAM, Sunny; CHAO, Qi; HADD. Michael, J.; HOLLADAY, Mark, W.; LIU, Gang; NAMBU, Mitchell, D.; SETTI, Eduardo; WO2010/2472; (2010); A1;,
Ether – Wikipedia,
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Related Products of 1462-37-9, The chemical industry reduces the impact on the environment during synthesis 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, I believe this compound will play a more active role in future production and life.

Methyl 1-(2-(benzyloxy)ethyl)-2-(2-(benzyloxy)pyridin-3-yl)-3-cyclohexyl-1H-indole-6-carboxylate To a suspension of NaH (14 mg of 60percent dispersion in mineral oil, 0.354 mmol) in DMF (2 mL), methyl 2-(2-(benzyloxy)pyridin-3-yl)-3-cyclohexyl-1H-indole-6-carboxylate (130 mg, 0.295 mmol) was added and the reaction mixture was stirred at rt for 15 min. Benzyl 2-bromoethyl ether (0.052 mL, 0.325 mmol) was then added, and the reaction mixture was stirred at rt overnight before being quenched by the addition of water. The resultant mixture was extracted with ethyl acetate (2*20 mL) and the organic layers were combined, washed with 1N HCl solution, and then dried (MgSO4), filtered and concentrated under vacuum. The residue was then purified by Prep. reverse phase HPLC to give the title compound as light yellow solid (83.5 mg, 49percent yield). MS m/z 575(MH+); 1H NMR (500 MHz, CDCl3) delta ppm 1.21-1.31 (m, 3 H) 1.69-1.90 (m, 7 H) 2.53 (m, 1 H) 3.65 (m, 1 H) 3.72 (m, 1 H) 3.92 (s, 3 H) 4.17 (m, 1 H) 4.27 (m, 1 H) 4.32 (s, 2 H) 5.21 (s, 2 H) 6.18 (t, J=6.87 Hz, 1 H) 7.07-7.12 (m, 2 H) 7.21-7.36 (m, 9 H) 7.41 (dd, J=6.71, 2.14 Hz, 1 H) 7.74 (dd, J=8.54, 1.22 Hz 1 H) 7.78 (m, J=8.55 Hz, 1 H) 8.12 (s, 1 H).

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, ((2-Bromoethoxy)methyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hudyma, Thomas W.; Zheng, Xiaofan; He, Feng; Ding, Min; Bergstrom, Carl P.; Hewawasam, Piyasena; Martin, Scott W.; Gentles, Robert G.; US2006/46983; (2006); A1;,
Ether – Wikipedia,
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Application of 1462-37-9,Some common heterocyclic compound, 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, molecular formula is C9H11BrO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of methyl 3-hydroxy-5-methoxybenzoate (Chakraporty, T. K. and Reddy, G. V. J. Org. Chem, 57, 1992, 5462.) (3.3 g, 18.1 mmol) in dry DMF (30 mL) was added K2CO3 (6.3 g, 45.3 mmol) at room temperature. The reaction was stirred at room temperature for 10 minutes then ((2-bromoethoxy)methyl)benzene (3.4 mL, 21.7 mmol) was added and the mixture stirred at 160 C. for 2 hrs. The reaction was cooled down to room temperature and diluted with EtOAc, washed with water and brine, and dried over MgSO4, filtered and concentrated to give the crude product (90%) which was used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route ((2-Bromoethoxy)methyl)benzene, its application will become more common.

Reference:
Patent; SENOMYX, INC.; Tachdjian, Catherine; Karanewsky, Donald; Tang, Xiao Qing; Liu, Hanghui; US2015/245642; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 1462-37-9, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

Mg turnings (1.50 g, 61.70 mmol) stirred in THF (80 ml) under Ar was added ((2- bromoethoxy)methyl)benzene (13.10 g, 61.21 mmol) dropwise for 2 h, then kept to stirring for another 3 h. To the mixture was added phosphorus(V) oxychloride (1.90 ml. 20.40 mmol) at -78°C. After stirred at -78°C for 4 h, the mixture was diluted with 0.1 M NaHCQ3 solution (80 ml), NaCl (sat. 100 ml) and EtOAc (50 ml), separated, and the aqueous solution was extracted with EtOAc ( 2 x 50 ml). The organic layers were combined, dried over MgSOj. filtered, concentrated and purified on Si02 column eluted with EtOAc (1 :10 -1:6) to afford the title compound, 6.11 g (66.2percent yield). ESI MS m//+ 475.2 (M + Na).

The chemical industry reduces the impact on the environment during synthesis ((2-Bromoethoxy)methyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; HANGZHOU DAC BIOTECH CO., LTD; ZHAO, Robert Yongxin; WO2015/28850; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 1462-37-9, The chemical industry reduces the impact on the environment during synthesis 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, I believe this compound will play a more active role in future production and life.

General procedure: To an oven-dried 5 mL screw-capped vial, in a glove box 2-methyl-N-(8-quinolinyl)benzamide (79 mg, 0.3 mmol), 1-bromobutane (82 mg, 0.6 mmol), Ni(OTf)2 (10.6 mg, 0.03 mmol), PPh3 (15.6 mg, 0.06 mmol), Na2CO3 (64 mg, 0.6 mmol) and toluene (1 mL) were added. The mixture was stirred for 24 h at 140 °C followed by cooling. The resulting mixture was filtered through a celite pad and concentrated in vacuo. The residue was purified by column chromatography on silica gel (eluent: hexane/EtOAc= 20/1) to afford the desired alkylated product (84 mg, 88percent) as a colorless oil.

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, ((2-Bromoethoxy)methyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Aihara, Yoshinori; Wuelbern, Jendrik; Chatani, Naoto; Bulletin of the Chemical Society of Japan; vol. 88; 3; (2015); p. 438 – 446;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 1462-37-9,Some common heterocyclic compound, 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, molecular formula is C9H11BrO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Preparation 83-Amino-6-(2-benzyloxy-ethoxy)-indazole-1-carboxylic acid tert-butyl esterScheme 1, Step Hb)A mixture of 3-amino-6-hydroxy-indazole-1-carboxylic acid tert-butyl ester (249 mg, 1 mmol), K2CO3 (152 mg, 1.1 mmol) and benzyl 2-bromoethyl ether (0.179 ml, 1.1 mmol) in dry DMF (5 ml) was stirred at 50°C for 12h. More benzyl 2-bromoethyl ether (30 muIota) was added and the mixture stirred at 50°C for additional 4h. The reaction mixture was poured into water (50 ml) and extracted with EtOAc (50 ml). The organic layer wad dried over sodium sulfate and evaporated to dryness. The crude residue was purified by flash chromatography over silica gel eluting with DCM / EtOAc 7:3 affording 274 mg (yield: 72percent) of the title compound.1H-NMR (400 MHz), delta (ppm, DMSO-cie): 7.71 (d, J=8.66 Hz, 1 H), 7.48 (bs, 1 H), 7.38 – 7.27 (m, 5H), 6.91 (dd, J=2.19, 8.66 Hz, 1 H), 6.19 (bs, 2H), 4.59 (s, 2H), 4.25 – 4.20 (m, 2H), 3.85 – 3.80 (m, 2H), 1.58 (s, 9H) ESI (+) MS m/z 384 (MH+)

The synthetic route of 1462-37-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; LOMBARDI BORGIA, Andrea; CIOMEI, Marina; DONATI, Daniele; NESI, Marcella; WO2012/152763; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 1462-37-9

Step-1: 1-(2-(benzyloxy)ethyl)-4-iodo-lH-pyrazoleTo a stirred solution 4-iodo-lH-pyrazole (2.0 g, 10.3 mmol) in DMF (20 ml) was addedpotassium carbonate (3.5 g, 25 mmol) followed by drop wise addition of ((2-bromoethoxy)methyl)benzene (2.43 g, 11 mmol) and stirred the reaction at RT for 15 h. Thereaction was monitored by TLC (50percent ethyl acetate in hexane). The reaction mixture was dilutedwith ice water (150 ml) and extracted with ethyl acetate (2×50 ml). The organic layer was driedover Na2S04, and concentrated under reduced pressure to afford 3.1 g (91.7percent yield) of 1-(2-fluorobenzyl )-4-iodo-1 H-pyrazole.1H NMR (DMSO-d6, 300MHz): 8 7.29 (s, lH), 7.55 (s, lH), 7.37-7.22 (m, SH), 4.45 (s, 2H),4.34-4.30 (t, 2H), 3.77-3.74 (t, 2H); LCMS: rn/z = 329.1 (M+l).

The synthetic route of 1462-37-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; UM PHARMAUJI SDN. BHD; GUMMADI, Venkateshwar Rao; HOSAHALLI, Subramanya; NANDURI, Srinivas; AGGUNDA RENUKAPPA, Girish; WO2014/24077; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, A new synthetic method of this compound is introduced below., Product Details of 1462-37-9

To a solution of 4-hydroxy-3,5-dimethylbenzaldehyde (6.84 g, 0.0455 mol) in anhydrous DMF (15 mL) was added NaH in mineral oil (60percent, 2.23 g, 0.0558 mol). (2-Bromo-ethyoxymethyl)-benzene (10.0 g, 0.0465 mol) was added and the reaction was kept at 65° C. overnight. The reaction mixture was poured into water and extracted with dichloromethane to yield (4-(2-benzyloxy-ethoxy)-3,5-dimethylbenzaldehyde (10.5 g, 81percent), which was used for next step reaction without further purification

The synthetic route of 1462-37-9 has been constantly updated, and we look forward to future research findings.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of ((2-Bromoethoxy)methyl)benzene

EXAMPLE 17; Preparation of (5S)-N {3- [3- (2-Benzyloxy-ethoxyimino)-4- methyl-3, 4-dihydro-2H-benzo [1, 4] oxazin-7-yl)-2-oxo-oxazolidin-5-ylmethyl}- acetamide; Sodium hydride (95percent, 80 mg, 3.3 mmol) is added portionwise at 0 °C to (5S)- N [3- (3-hydroxyimino-4-methyl-3, 4-dihydro-2H-benzo [1, 4] oxazin-7-yl)-2-oxo- oxazolidin-5-ylmethyl]-acetamide (from Example 9, step 1, 0.5 g, 1.49 mmol) in DMF (15 ml). The reaction mixture is stirred at 0 °C for 30 min and then benzyl-2- bromo ethyl ether (0.360 ml, 2.27 mmol) added dropwise. The reaction is allowed to warm to room temperature and stirred overnight. The reaction is quenched with sat. ammonium chloride, diluted with ethyl acetate, washed with water and brine, dried (Na2SO4) and evaporated. The residue is purified by PTLC (10percent MeOH/DCM) to give product as a white solid (0.45 g, 64percent); HPLC r. t. 5.26 min ; 1H NMR (300 MHz, CDC13-d) 8 7.28-7. 35 (m, 5H), 7.15 (d, J = 2.4 Hz, 1H), 7.09 (dd, J = 2.4, 8. 7 Hz, 1H), 6.80 (d, J = 9 Hz, 1H), 6.10 (t, 1H), 4.98 (s, 2H), 4.76 (m, 1H), 4. 58 (s, 2H), 4.13 (m, 2H), 4.02 (t, J = 9 Hz, 1H), 3.68-3. 76 (m, 4H), 3.56-3. 63 (m, 1H), 3.22 (s, 3H), 2.03 (s, 3H); MS for C24H2sN406m/z 469.0 (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 1462-37-9.