Tag: M.W=200-300

These common heterocyclic compound, 113775-47-6, name is Dexmedetomidine, 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. Computed Properties of C13H16N2

L- (+) – tartaric acid (9 g, 60 mmol)Was added to a solution of metomidol (12 g, 60 mmol) in ethanol (250 ml).The suspension was heated to reflux until complete dissolution,Followed by stirring at room temperature overnight,Filtration gave a white solid (9 g).The resulting solid was heated to reflux in isopropanol (200 ml)Followed by stirring at room temperature overnight,Filtration gave (13.5 g).The obtained solid was purified once more in the same manner,To obtain a solid 8. lg, purity 99.9%, yield 77.1%.

The synthetic route of Dexmedetomidine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co; Hou, Xianshan; Wang, Junyan; Wang, Zhian; Zhong, Xinguang; (11 pag.)CN106083724; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 10351-75-4,Some common heterocyclic compound, 10351-75-4, name is 1H-Benzo[d]imidazole-5,6-dicarboxylic acid, molecular formula is C9H6N2O4, 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.

A mixture of Cd(NO3)2·4H2O (0.0308 g, 0.1 mmol), H3BIDC (0.0412 g, 0.2 mmol) and phen (0.0396 g, 0.2 mmol) with a molar ratio of 1:2:2 were dissolved in the distilled water (5 mL), and stired for 25 min, then set in a Teflon-lined autoclave and heating at 160 C for five days. After cooling to the room temperature, yellow block crystals were obtained. Yield: 28.84 mg (77%, on Cd(II) cations). The products were washed by distilled water and dried in air. Elemental analysis (%): Calc. for 1: C, 52.87; H, 3.74; N, 11.21. Found: C, 52.60; H, 3.38; N, 11.01. IR (KBr pellet, (cm-1)): 3428 (s), 3056 (m), 1717 (w), 1576 (s), 1505 (w), 1472 (w),1384 (m), 1353 (s), 1102 (m), 845 (s), 772 (m). 1H NMR (400 MHz, DMSO-d6): delta=8.97 (d, 2H, phen-H2,9), 8.81 (d, 2H, phen-H4,7), 8.40 (s, 1H, -N=CH-NH), 8.22 (d, 2H, H3BIDC aromatic H), 7.98 (d, 2H, phen-H5,6), 7.96 (d, 2H, phen-H3,8) (ppm).

The synthetic route of 10351-75-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fan, Rui-Qing; Wang, Li-Yuan; Wang, Ping; Chen, Hong; Sun, Cun-Fa; Yang, Yu-Lin; Su, Qing; Journal of Solid State Chemistry; vol. 196; (2012); p. 332 – 340,9;,
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Imidazole | C3H4N2 – PubChem

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. 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate

Preparation of Olmesartan Medoxomil Example 1 17.3 g (124.8 mmol) of K2CO3, 15 g (62.4 mmol) ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate (III) and 38.3 g (68.7 mmol) 4-[2-(trityltetrazol-5-yl)phenyl]-benzyl bromide (IVa) were suspended in 750 ml of acetonitrile. The suspension was then heated under reflux until the reaction was completed (7 h). 510 ml of acetonitrile were distilled off and the concentrate was cooled to 23 to 25 C. The mixture was stirred at this temperature overnight, then the suspension was cooled to 0 C. and stirred at this temperature for 1 h. The crude product (Va) was filtered off and washed 2* with 20 ml of cooled acetonitrile. Wet product was suspended in 450 ml of water, stirred for 1.5 h and after that filtered off. The mass of dried product (Va) was 39.5 g (89%). T=165-169 C. IR: 1666, 1525, 1291, 1446, 1177, 881, 756, 699, 640

According to the analysis of related databases, 144689-93-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KRKA; US2009/131680; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 144689-93-0,Some common heterocyclic compound, 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, molecular formula is C12H20N2O3, 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.

EXAMPLE 1: 3-(4-Bromo-benzyl)-5-(1-hydroxy-1-methyl-ethyl)-2-propyl-3H-imidazol-4-carboxylic acid ethyl ester (IV; X=Br) NaH (228 mg, 9.53 mmol), previously placed under N2 atmosphere and washed with pentane to remove paraffin, is reacted at 0C with a solution of a compound of formula (IX), wherein R4 is ethyl (1.76 g, 7.33 mmol), dissolved in DMF (5 mL). 10 minutes after the addition, a solution of a compound of formula (X), wherein X=Z=Br (2.02 g, 8.06 mmol) in DMF (10 mL) is added thereto. The mixture is left under stirring for 1 hour, then diluted with ethyl acetate and water. The organic phase is separated, dried and evaporated to a residue. The crude is subjected to purification by flash chromatography with a 50 mm diameter column, eluding with a hexane/ethyl acetate 1:1 mixture. 2.15 g of the title compound are obtained; yield: 45%. 1H-NMR (CDCl3) 0.96 (3H, t, J=7.4 Hz) 1.18 (3H, t, J=7.1 Hz) 1.65 (6H, s) 1.70 (2H, sx, J=7.5 Hz) 2.62 (2H, t, J=7.7 Hz) 4.23 (2H, q, J=7.1 Hz) 5.41 (2H, s) 5.76 (1H, s) 6.81 (2H, d, J=8.3 Hz) 7.46 (2H, d, J=8.3 Hz).

The synthetic route of 144689-93-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dipharma Francis S.r.l.; EP1905770; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 1964-77-8, 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. 1964-77-8, name is 5-Bromo-2-methyl-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows.

Example 90:2-Methyl-5-[4-(methylsuIfonylmethyl)-6-morphoIin-4-yI-pyrimidin-2-yl]-lJfiT- benzoimidazoleA mixture of 5-bromo-2-methyl-lH-benzoimidazole (250 mg), potassium acetate (349 mg) and bis(pinacolato)diboron (362 mg) in 1,4-dioxane (10 niL) was degassed for 5 minutes. l,r-Bis(diphenylphosphino)ferrocenedichloropalladium(II) dichloromethane adduct (59 mg) was added and the reaction was heated to 8O0C for 18 hours. 2-Chloro-4- (methylsulfonylmethyl)-6-morpholin-4-yl-pyrimidine (346 mg), ethanol (0.75 mL), a 2M solution of sodium carbonate (2.7 mL) and additional 1,1′- bis(diphenylphosphino)ferrocenedichloiOpalladium(II) dichloromethane adduct (59 mg) were added and the heating was continued for a further 3 hours. The cooled reaction mixture was concentrated in vacuo, dissolved in methanol and loaded onto a SCX-2 column (10 g). The column was washed with methanol and the compound removed with 7N ammonia in methanol. The solution was concentrated in vacuo and the residue chromatographed by prep-HPLC (basic) to give the desired compound as a grey solid (5 mg).Mass Spectrum; MH+ 388.

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-methyl-1H-benzo[d]imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/80382; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 28890-99-5, A common heterocyclic compound, 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, molecular formula is C13H9N3, 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.

A.) 10.6 g ( 41 .6 mmol) 2-bromo-6-fluoro-benzonitrile, 8.63 g (41.6 mmol) 6H- benzimidazolo[1 ,2-a]benzimidazole and 30.9 (146 mmol) potassium phosphate tribasic in 70 ml NMP (N-Methyl-2-pyrrolidon) are stirred at 1 15 C under nitrogen for 2 h. The reaction mixture is filtered hot and the or organic phase is poured on water. The product is filtered of. Yield 17 g (94 %). 1H NMR (300 MHz, DMSO-D6): delta 8.22-8.34 (m, 3H), 8.02-8.05 (m, 1 H), 7.69-7.79 (m, 1 H), 7.60-7.65 (m, 1 H), 7.30-7.50 (m, 5H)

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; RAIMANN, Thomas; SCHAeFER, Thomas; SAITO, Masatoshi; WOLLEB, Heinz; BENEDITO, Flavio Luiz; NISHIMAE, Yuichi; NAKANO, Yuki; NAGASHIMA, Hideaki; (111 pag.)WO2016/157113; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 1231930-33-8, These common heterocyclic compound, 1231930-33-8, name is 6-Bromo-4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazole, 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.

Under nitrogen protection, 24 palladium acetate (28 mg) and 25 tricyclohexylphosphine (54.3 mg) was added into the solution of 26 6-bromo-4-fluoro-1-isopropyl-2-methyl-H-benzo[d]imidazole (300 mg, 1.10 mmol), 27 bis(pinacolato)diboron (422 mg, 1.70 mmol) and 28 potassium acetate (326 mg, 3.3 mmol) in anhydrous 29 dimethyl sulfoxide (DMSO, 5 mL), and the reaction was carried out at 100 C. under nitrogen protection for 2 hours. After cooling to room temperature, the reaction was filtered on Celite, the filter cake was washed with ethyl acetate, the filtrate was washed with brine, dried over anhydrous sodium sulfate, the filtrate was concentrated under reduced pressure, and the filtrate was separated on column chromatography (eluant:petroleum ether/ethyl acetate (v/v)=3:1), to affard 260 mg of a pale yellow solid. Yield: 74.3%. LC-MS(APCI): m/z=319.3 (M+1).

The synthetic route of 1231930-33-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen TargetRx, Inc.; Wang, Yihan; Ren, Xingye; Jin, Jian; Li, Huanyin; Ai, Yixin; (162 pag.)US2019/152954; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 13275-42-8, A common heterocyclic compound, 13275-42-8, name is 2-(2-Bromophenyl)-1H-benzo[d]imidazole, molecular formula is C13H9BrN2, 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.

General procedure: Equimolar quantity of 2-(2-bromophenyl)-1H-benzo[d] imidazole (2) and aniline derivatives in 45 ml of 1,4-dioxan was refluxed for 14 hr with continuous stirring at 80. The completion of reaction was checked by TLC. The reaction mixture was kept overnight in a refrigerator. The solvent was evaporated and a gummy solid mass was obtained. The gummy solid was then washed with cold water and recrystallized from ethanol and water (4:6) to obtain the compounds (3a-3h).

The synthetic route of 13275-42-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Singh, Aruna Chandra; Mittal, Nitin; Pathak, Devender; Indian Journal of Heterocyclic Chemistry; vol. 23; 3; (2014); p. 225 – 232;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

73746-45-9, name is 5-Iodo-2-methyl-1H-imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 5-Iodo-2-methyl-1H-imidazole

4-IODO-2-METHYL-LH-IMIDAZOLE (200 mg, 1.0 mmol), 4-fluorophenylboronic acid (215 mg, 1.6 mmol), copper (II) acetate (210 mg, 1.2 mmol) and ET3N (0.16 ml, 1.2 mmol) were sus- pended in 10 ml THF and oxygen was bubbled through the reaction mixture for 40 min. The reaction mixture was stirred for 48 hours at RT and then filtrated over DICALIT. The filtrate was concentrated and then purified by flash chromatography to yield 1- (4-FLUORO- PHENYL)-4-IODO-2-METHYL-LH-IMIDAZOLE (120 mg, 0.40 mmol, 41 %).

The synthetic route of 73746-45-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/80998; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 870837-18-6, A common heterocyclic compound, 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, molecular formula is C12H12N2O2, 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.

Example B7 Preparation of compound 11 A microwave vessel was charged with intermediate 15 (108 mg, 0.5 mmol), 1-phenyl- propane-l,2-dione (74 mg, 0.5 mmol), NH4(OAc) (385 mg, 5 mmol) and AcOH (4 ml). The r.m. was stirred and heated at 160 0C for 7 min. under microwave irradiation. The r.m. was cooled and poured into sat. aq. Na2COs. The mixture was extracted with EtOAc. The o.l. was washed with H2O, brine, and dried (MgSO4). Filtration and concentration gave the crude product which was purified by flash chromatography over silicagel (eluent, 100: 0 to 90:10 DCM/MeOH, gradient elution). The product fractions were collected and evaporated. Yield: 38 mg of compound 11 (22 %).

The synthetic route of 870837-18-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; WU, Tongfei; GIJSEN, Henricus, Jacobus, Maria; ROMBOUTS, Frederik, Jan, Rita; BISCHOFF, Francois, Paul; BERTHELOT, Didier, Jean-Claude; OEHLRICH, Daniel; DE CLEYN, Michel, Anna, Jozef; PIETERS, Serge, Maria, Aloysius; MINNE, Garrett, Berlond; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; SURKYN, Michel; WO2011/6903; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem