Tag: M.W=200-300

Synthetic Route of 210532-25-5, These common heterocyclic compound, 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, 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 mixture of 1 (800 mg, 2.14 mmol) and dibutyltin dichloride (65 mg,0.21 mmol) in THF (13 mL) was stirred for 10 min at rt before 3,5-difluorobenzenesulfonyl chloride (500 mg, 2.35 mmol) dissolved in THF (2 mL)and 1,1,2,2,6-pentamethylpiperidine (0.77 mL, 4.27 mmol) were added underN2 atmosphere, and the resulting solution was stirred at rt o.n. The reactionwas quenched with sat. aq. NH4Cl followed by evaporation of the solvent; theresidue was diluted with CH2Cl2 and washed with water and brine. The organicphase was dried and evaporated. The obtained residue was dissolved inacetic anhydride (10 mL) and pyridine (10 mL) and stirred at rt o.n. An amorphouswhite solid was obtained after evaporation of the solvents to give crude2b, which was used directly in the following inversion. 1H NMR (CDCl3): delta7.47 (d, J = 8.1, 2H, Ph), 7.39-7.29 (m, 8H, Ph), 7.06 (d, J = 8.1, 2H, Ph), 5.38 (s, 1H, CH), 5.22 (t, J = 9.8, 1H, H-2), 4.82 (dd, J = 9.7, 3.6, 1H, H-3),4.61 (d, J = 9.8, 1H, H-1), 4.38 (m, 2H, H-4 and H-6), 4.01 (d, J = 12.5, 1H,H-6), 3.57 (s, 1H, H-5), 2.32 (s, 3H, CH3), 2.01 (s, 3H, Ac). 13C NMR (CDCl3): delta169.0, 137.1, 134.7, 129.7, 129.4, 128.4, 128.3, 126.6, 126.2, 111.1, 101.3, 85.0,80.5, 74.2, 69.5, 69.0, 66.5, 21.4, 20.9. HRMS calcd for [C28H26F2O8S2Na]+,615.0935; found: 615.0939.

Statistics shows that 3,5-Difluorobenzene-1-sulfonyl chloride is playing an increasingly important role. we look forward to future research findings about 210532-25-5.

Reference:
Article; Peterson, Kristoffer; Weymouth-Wilson, Alex; Nilsson, Ulf J.; Journal of Carbohydrate Chemistry; vol. 34; 8; (2015); p. 490 – 499;,
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Synthetic Route of 933190-51-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 5-ethylpyridin-2-amine (394 mg, 3.23 mmol) in DMF (8 mL) was added NaH (129 mg, 60% dispersion in mineral oil, 3.23 mmol) under N2 atmosphere at room temperature and stirred for another 0.5 h. To this mixture was added 8-bromo-6-chloroimidazo[1,2-b]pyridazine (0.3 g, 1.3 mmol). After 20 h stirring at room temperature, saturated NH4Cl solution was added and the reaction mixture was extracted with ether (200 mL) and washed with water (2×50 mL), then brine (2×50 mL). After drying and filtration, it was concentrated to afford 6-chloro-N-(5-ethylpyridin-2-yl)imidazo[1,2-b]pyridazin-8-amine (785 mg, crude) as a yellow solid that was used directly without further purification. LC-MS: [M+1]+=274, tR=1.726 min.

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, 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; Hermann, Johannes Cornelius; Kuglstatter, Andreas; Lucas, Matthew C.; Padilla, Fernando; Wanner, Jutta; Zhang, Xiaohu; US2013/109661; (2013); A1;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 56961-77-4 as follows. Quality Control of 1-Bromo-2,3-dichlorobenzene

Under a nitrogen atmosphere, and added at 80 will have diphenylamine (37.5g),1- bromo-2,3-dichlorobenzene (50.0g), Pd-132 (Johnson Matthey) (0.8 g of ), NaOtBu(32.0g) and xylene (500ml) was heated in a flask and stirred for 4 hours, the temperature was raised to 120 up, and further heated with stirring for 3 hours. Thereaction mixture was cooled until room temperature, water and ethyl acetate to carry outa liquid. Then, the use of silica gel column chromatography (eluent: toluene / heptane =1/20 (volume ratio)) to be purified, is obtained 2,3-dichloro -N, N- diphenyl aniline(63.0g) .

According to the analysis of related databases, 56961-77-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kwansei Gakuin School Corporation; Tian, Shanzuoci; Zhong, Zhongzongyiliang; Zhong, Daoguiyi; Ping, Jingdagui; Xiao, Yeyangping; Zhi, Lianyizhi; Ni, Jingping; Song, Xiawusi; Sheng, Tianlizhao; (405 pag.)CN105431439; (2016); A;,
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Synthetic Route of 64628-73-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 64628-73-5, name is 3-Chloro-4-(trifluoromethoxy)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Bromo-7-fluoro-1H-indole-2-carboxylic acid ethyl ester (200 mg, 0.7 mmol) was dissolved in toluene (16 mL), and Pd2 (dba) 3 (64 mg, 0.07 mmol) and Davephos (55 mg) were sequentially added. , 0.14mmol) and K3PO4 (401mg, 2.1mmol, 2.1mLH2O), after stirring well, 3-methoxy-5-trifluoromethylaniline (444mg, 2.10mmol) in toluene (4mL) was added, argon Under protection, the reaction was refluxed overnight with a small amount of starting material remaining. Cool to room temperature, concentrate, add EA (30mL) to dissolve the residue, 6N hydrochloric acid (10mL × 2), wash with saturated brine (20mL × 3), wash with water (20mL × 2), column chromatography (P / E = 20: 1 10: 1) to obtain 225 mg of off-white solid, yield 81.2%, melting point: 143-145 C.

The synthetic route of 3-Chloro-4-(trifluoromethoxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Cui Guonan; Lai Fangfang; Zhou Jie; Ji Ming; Wang Xiaoyu; Du Tingting; Li Ling; Jin Jing; (144 pag.)CN110483366; (2019); A;,
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Electric Literature of 823-57-4,Some common heterocyclic compound, 823-57-4, name is 2-Bromo-5-chloroaniline, molecular formula is C6H5BrClN, 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.

2-Bromo-5-chloroaniline 81a (4.13g, 20.0mmol), was dissolved in 50mL ethyl acetate was added 1- (t-butoxycarbonyl) azetidine-3-carboxylic acid (4.83g, 24.0 mmol), triethylamine (4.05g, 40.00mmol), 0°C dropwise tri-n-propyl phosphoric anhydride (74.35g, 116.84mmol), stirred for 16 hours at room temperature. 50mL of water was added, extracted with ethyl acetate (50mL × 3), the combined organic phase was washed with water (50mL × 2), washed with saturated sodium chloride solution (50mL × 2), dried over anhydrous sodium sulfate, filtered, and the filtrate under reduced pressure and concentrated to give tert-butyl 3 – ((2-bromo-5-chlorophenyl) carbamoyloxy azetidine-1-carboxylate 81b (7.3g, pale yellow solid), yield: 84.3percent.

The synthetic route of 823-57-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Mingde New Drug Research And Development Co. Ltd; HE, HAI-YING; SHI, WEI-HUA; JIANG, ZHI-GAN; HAN, LI-XIA; SUN, JI-KUI; LI, JIAN; CHEN, SHU-HUI; (175 pag.)TW2016/5834; (2016); A;,
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These common heterocyclic compound, 766545-20-4, name is 2-Chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride, 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. COA of Formula: C8H10Cl2N2

To a slurry of 2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride (106.1 g, 517 mmol, commercially available from D-L Chiral Chemicals, ST-0143) and N,N-diisopropylethylamine (80 g, 108 mL, 621 mmol, 1.2 eq) in DCM (1 L) was added a solution of di-tert-butyl dicarbonate (119 g, 543 mmol, 1.05 eq) in DCM (100 mL) via an addition funnel within 1 hr. The reaction mixture became a clean solution and the solution thus obtained was stirred at room temperature for an additional hour and monitored using LCMS. Upon completion, the reaction mixture was concentrated. The residue was dissolved in EtOAc (1 L) and washed with water (3*300 mL), washed with brine (300 mL) and dried over Mg504. The solvent was evaporated under vacuum to give the title compound as an off-white solid (139 g, yield: 100%). 1H NMR (400 MHz, CDCl3) delta ppm 1.49 (9H, s), 2.97 (2H, t, J=5.9 Hz), 3.73 (2H, t, J=6.0 Hz), 4.57 (2H, s), 7.17 (1H, d, J=8.0 Hz), 7.38 (1H, d, J=8.0 Hz) ppm; LCMS m/z: 269 (M+1).

The synthetic route of 2-Chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; US2012/244110; (2012); A1;,
Chloride – Wikipedia,
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Related Products of 63624-28-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 63624-28-2, name is 2,4-Dimethoxybenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

B) 5-Chloro-3-(2-ethoxyphenyl)-1-[(2,4-dimethoxyphenyl)sulphonyl]-3-[2-oxo-2-[4-(4-pyridyl)-1-piperazinyl]ethyl]-1,3-dihydro-2H-indol-2-one 0.085 g of 60% sodium hydride in oil is added to a mixture of 0.9 g of the compound obtained in the preceding step in 20 ml of a THF/DMF mixture (90/10; v/v), and the mixture is stirred at RT for 15 minutes. 0.45 g of 2,4-dimethoxybenzenesulphonyl chloride is then added and the mixture is stirred at RT for 30 minutes.The reaction mixture is poured into water and extracted with EtOAc, the organic phase is washed with water and dried over Na2SO4, and the solvent is evaporated off under vacuum.The residue is chromatographed on silica gel, eluding with a DCM/MeOH mixture (96/4; v/v).0.42 g of the expected product is obtained after crystallization from iso ether, m.p.=225 C.

The synthetic route of 2,4-Dimethoxybenzene-1-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Di Malta, Alain; Garcia, Georges; Roux, Richard; Schoentjes, Bruno; Serradeil-Le Gal, Claudine; Tonnerre, Bernard; Wagnon, Jean; US2004/180878; (2004); A1;,
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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. 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1996-29-8

General procedure: In a 15 mL sealed tube equipped with a magnetic stirring bar were added 1 (1 mmol),2 (0.8 mmol), tert-butyl isocyanide (1.2 mmol, 136 muL), Pd(OAc)2 (0.03 mmol, 7 mg),DPEPhos (0.06 mmol, 32 mg), Cs2CO3 (0.8 mmol, 261 mg), and anhydrous DMF (2.0mL). The tube was purged with argon, and the contents were stirred at 100 C for 2 h.Then Na2S*9H2O (1.2 mmol, 240 mg) was added for 2 h. After reaction completion,the mixture was filtered through a pad of Celite, and DMF was removed by a vacuum.The combined filtrates were refluxed in THF (15 mL) and oxalic acid (1 M, 3 mL) for 8h. The solvents were removed under reduced pressure, then poured into brine (20mL) and extracted by ethyl acetate (3 × 30 mL). The combined organic layers weredried (Na2SO4) and evaporated. The residue was purified on a silica gel column usingpetroleum ether/ethyl acetate as the eluent to give the pure target product.

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:
Article; Zhang, Fang-Ling; Chen, Zhen-Bang; Liu, Kui; Yuan, Qing; Jiang, Qing; Zhu, Yong-Ming; Synlett; vol. 29; 5; (2018); p. 621 – 626;,
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Related Products of 108649-59-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 108649-59-8 name is 1-(2-Bromoethyl)-2,4-dichlorobenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

1- (2-BROMOETHYL)-2, 4-CHLOROBENZENE * (6.8g) was mixed with sodium sulphite (3.36g) in a 4: 1 mixture of water : dioxan (50MI) and heated to 140C overnight. A further 25ML of dioxan was added and reflux continued for a further 24 hours.. The mixture was then cooled to room temperature and concentrated in vacuo. The residue was triturated with diethyl ether and dried to give the title compound. RT 3.68min [M-Na] + 253. * Sharafian et AL., J. Het. Chem. 1994,31, 6,1421

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(2-Bromoethyl)-2,4-dichlorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/52851; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 5719-08-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 5719-08-4, name is 4-Chloro-9H-pyrimido[4,5-b]indole belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 8/V-methyl-4-(4-morpholinyl)-3-(1 H-pyrimido[4,5-6]indol-4-ylamino)bentrifluoroacetate?TFA4-Chloro-1 H-pyrimido[4,5-6]indole (0.080 g, 0.393 mmol), 3-amino-/v-methyl-4-(4- morpholinyl)benzenesulfonamide (0.128 g, 0.471 mmol), silver tnfluoromethanesulfonate (0.151 g, 0.589 mmol) and A/-Methyl-2-pyrrolidone (NMP) (1.0 mL) were combined in a microwave vessel and heated in the microwave at 180 C for 40 minutes. The reaction was filtered and purified via reverse phase HPLC (Waters Sunfire, 30x100mm column, 26-60% Acetonitrile/Water with 0.1 % TFA) to afford A/-methyl-4-(4-morpholinyl)-3-(1 H- pyrimido[4,5-6]indol-4-ylamino)benzenesulfonamide (0.049 g, 28% yield).

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, 4-Chloro-9H-pyrimido[4,5-b]indole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; HAMMOND, Marlys; ZHAO, Yongdong; WO2011/56739; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics