Tag: M.W=100-200

39989-43-0, 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. 39989-43-0 name is 3,5-Dichlorobenzylamine, 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.

EXAMPLE 264 N-(3,5-dichlorobenzyl)-2-(5-isoquinolinyl)propanamide The title compound was prepared using the procedure described in Example 222B using 3,5-dichlorobenzylamine and 2-(5-isoquinolinyl)propanoic acid instead of 4-(trifluoromethoxy)benzylamine and 5-isoquinolinylacetic acid. MS (ESI+) m/z 359 (M+H)+; MS (ESI-) m/z 357 (M-H)-; 1H NMR (DMSO, 300 MHz) delta 1.54 (d, J 7.1, 3H), 4.20 (m, 2H), 4.53 (q, J 7.1, 1H), 7.13 (s, 2H), 7.42 (s, 1H), 7.78 (t, J 7.8, 11H), 7.89 (d, J 6.5, 11H), 8.17 (d, J 8.1, 1H), 8.23 (d, J 6.4, 1H), 8.59 (d, J 6.2, 1H), 8.64 (t, J 5.8, 1H), 9.51 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dichlorobenzylamine, and friends who are interested can also refer to it.

Reference:
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico JR., Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt JR., Robert G.; Turner, Sean C.; White, Tammie K.; Zheng, Guo Zhu; US2004/157849; (2004); A1;,
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13078-79-0, 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. 13078-79-0, name is 2-(3-Chlorophenyl)ethanamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3-Hydroxy-4-(4-methyl-1/-/-imidazol-1-yl)benzoic acid, hydrobromide salt from the previous experiment (300 mg, 1.00 mmol) was combined with 2-(3-chlorophenyl)ethanamine (321 mg, 2.06 mmol), 1/-/-benzotriazol-1-ol (HOBT, 279 mg, 2.06 mmol), diisopropylethylamine (0.94 ml_, 5.50 mmol) in dimethylformamide (6.9 ml_)and the mixture was stirred until dissolved. Lambda/-[3- (dimethylamino)propyl]-Lambda/’-ethylcarbodiimide hydrochloride (EDCI, 320 mg, 2.06 mmol) was added, and the reaction was stirred for 18 hours. The reaction mixture was poured into water (100 ml_) and extracted with ethyl acetate (3 x 100 ml_). The combined organic layers were dried over magnesium sulfate, filtered and concentrated under reduced pressure. Chromatography on silica (Mobile phase A: ethyl acetate; Mobile phase B: 9:1 ethyl acetate: [2M ammonia in methanol]; Gradient: 50%B to 100%B) afforded the title compound. Yield: 280 mg, 0.787 mmol, 77%. LCMS m/z 356.1 , 358.1 (M+1 ). 1H NMR (400 MHz, CD3OD) delta 2.24 (br s, 3H), 2.91 (t, J=7.3 Hz, 2H), 3.58 (t, J=7.3 Hz, 2H), 7.16-7.22 (m, 3H), 7.25-7.30 (m, 3H), 7.37 (d, J=8.3 Hz, 1 H), 7.44 (d, J=1.9 Hz, 1 H), 7.94 (d, J=1.2 Hz, 1 H).

The synthetic route of 13078-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; ALLEN, Martin, Patrick; AM ENDE, Christopher, William; BRODNEY, Michael, Aaron; DOUNAY, Amy, Beth; JOHNSON, Douglas, Scott; PETTERSSON, Martin, Youngjin; SCHWARZ, Jacob, Bradley; TRAN, Tuan, Phong; WO2010/100606; (2010); A1;,
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29882-07-3, 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. 29882-07-3, name is 4-Chloro-1,1-dimethoxybutane belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1. N-(1-Benzylpiperidin-4-yl)-N-[2-(5-(1,2,4-triazol-4-yl)-1H-indol-3-yl)ethyl]amine Hydrogen Oxalate 4-(1,2,4-Triazol-4-yl)phenylhydrazine (3 g, 17.12 mmol) and 4-chlorobutyraldehyde dimethyl acetal (2.35 g, 15.41 mmol) were heated at reflux in ethanol/water (5:1, 120 ml) in the presence of concentrated hydrochloric acid (3.77 ml) under nitrogen for 6 hours. The volatiles were evaporated and the residue partitioned between 2M sodium hydroxide (50 ml) and n-butanol. The organic layer was separated and the solvent evaporated. The crude product was purified by column chromatography on silica using dichloromethane/methanol/ammonia (40:8:1) to give 2-[5-(1,2,4-triazol-4-yl)-1H-indol-3-yl]ethylamine as a brown oil (1.9 g, 49percent).

The synthetic route of 4-Chloro-1,1-dimethoxybutane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Ltd.; US6140347; (2000); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

5013-77-4, 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. 5013-77-4, name is N-Methyl-2,4-dichlorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 80 1-Methyl-3-{6-[N-methyl-N-(2,4-dichlorobenzyl)amino]hexanoyl}indole (Compound No. 1-295) A procedure similar to that described in Example 53 was repeated, but using 1-methyl-3-(6-bromohexanoyl)indole and N -methyl- N -(2,4-dichlorobenzyl)amine as starting materials, in relative proportions similar to those used in that Example, to obtain the title compound as an oil, with an Rf value of 0.28, using ethyl acetate as developing solvent.

The synthetic route of N-Methyl-2,4-dichlorobenzylamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANKYO COMPANY LIMITED; EP562832; (1993); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 622-24-2, name is (2-Chloroethyl)benzene, 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 622-24-2. 622-24-2

1-Chloro-2-phenylethane (57.0 mg, 0.41 mmol) and K2CO3 (298 mg, 2.16 mmol) were added to a solution of the secondary amine 3b (58.6 mg, 0.27 mmol) in acetonitrile (10 mL). The mixture was filled into a 10 mL-microwave pressure vial and irradiated with microwaves (program: standard; max. power 180 W; max. pressure 5 bar; temperature 140 C; time program: 5 min ramp time; 25 min hold time; 5 min cool off time). The mixture was filtered through Celite, washed with CH2Cl2, concentrated in vacuo and the residue was purified by fc (1 cm, petroleum ether/ethyl acetate 7:3, 5 mL, Rf = 0.22). Pale yellow oil, yield 40 mg (45%). C21H25NO2 (323.4). Anal. calcd. C 77.99 H 7.79 N 4.33 found C 77.73 H 7.85 N 4.24. MS (EI): m/z = 292 [M+ – OCH3], 232 [M+ – CH2Ph]. IR: (cm-1) = 2939 (nu C-H), 1076 (nu C-O), 752/698 (delta C-H monosubst. benzene). 1H NMR (CDCl3): delta (ppm) = 2.11-2.20 (m, 0.5H, CH2CH2N (cis or trans)), 2.29-2.46 (m, 1.5H, CH2CH2N (cis, trans)), 2.77-3.06 (m, 9H, N(CH2)2Ph (4H), CH2CH2NCH2 (4H), ArCH2CHOCH3 (1.5H; cis, trans)), 3.19-3.24 (m, 0.5H, ArCH2CHOCH3), 3.53/3.54 (2s, together 3H, OCH3 (cis, trans)), 4.80-4.85 (m, 1H, ArCH2CHOCH3), 7.03-7.08 (m, 1H, arom. H), 7.15-7.39 (m, 8H, arom. H). Ratio of diastereomers 52:48.

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 (2-Chloroethyl)benzene.

Reference:
Article; Jasper, Annemarie; Schepmann, Dirk; Lehmkuhl, Kirstin; Vela, Jose Miguel; Buschmann, Helmut; Holenz, Joerg; Wuensch, Bernhard; European Journal of Medicinal Chemistry; vol. 53; (2012); p. 327 – 336;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 54788-38-4, name is 2-Chloro-4-methoxy-1-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., 54788-38-4

(a) Synthesis of (3-bromophenyl)(4-chloro-2-hydroxy-5-methylphenyl)methanone aluminium chloride (102 g) was added to a solution of 3-chloro-4-methylanisole (97 g) in chlorobenzene (300 ml) under ice-cooling, and 3-bromobenzoyl chloride (136 g) was further added dropwise over 1 hour.. After completion of addition, the mixture was stirred at room temperature for 30 minutes, and further heated at 120C for 30 minutes.. The reaction solution was ice-cooled, ethyl acetate (600 ml), methanol (100 ml) and 4N hydrochloric acid (400 ml) were added successively, and the mixture was stirred at room temperature for 30 minutes.. The organic layer was washed successively with 1N hydrochloric acid and an aqueous saturated sodium chloride solution, dried over magnesium sulfate, and a solvent was distilled off under reduced pressure.. The residue was purified by recrystallizing from ethyl acetate-hexane, to obtain the title compound (186 g, yield 89%). mp: 115-127C.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1471064; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

6775-78-6, Name is 6-Chloroimidazo[1,2-b]pyridazine, 6775-78-6, belongs to chlorides-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.

Bromine (1.74 mL, 34 mmol) was added dropwise to an ice cold mixture of acetic acid (2 mL) and 6-Chloro-imidazo[1,2-b]pyridazine (6.72 g, 34 mmol) in methanol (300 mL). After the addition was completed the mixture was allowed to warm to room temperature and then stirred for one hour. The reaction was treated with saturated aqueous sodium bisulfite (100 mL) and the volatiles were removed under vacuum followed by the addition of ethyl acetate (150 mL). The solids were collected by filtration and dried under vacuum to give 3-bromo-6-chloro-1-yl-imidazo[1,2-b]pyridazine as a pinkish solid (3.20 g): mp 157 C. The organic layer of the filtrate was dried over anhydrous magnesium sulfate, filtered and evaporated to give a second crop of 3-bromo-6-chloro-1-yl-imidazo[1,2-b]pyridazine as a yellow solid. The combined solids were 6.71 g (86%).

Statistics shows that 6-Chloroimidazo[1,2-b]pyridazine is playing an increasingly important role. we look forward to future research findings about 6775-78-6.

Reference:
Patent; ALCON MANUFACTURING, LTD.; US2008/153813; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2613-34-5, name is 3-Chloro-2,4-difluoroaniline, belongs to chlorides-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 2613-34-5, 2613-34-5

(1-6) N-(3-chloro-2,4-difluorophenyl)-7-methoxy-6-((3S)-pyrrolidin-3- yloxy)quinazolin-4-amine; 1.43 g of the compound obtained in (1-5), 1.91 g of (R)-(-)-N-Boc-3- pyrrolidinol and 1.96 g of triphenylphosphine were added to 20 mi of methylene chloride, and 2.01 m? of diisopropylazodicarboxylate was added thereto dropwise. The resulting mixture was stirred at room temperature for 1 hour and distilled under a reduced pressure, and the residue was briefly purified by column chromatography (ethylacetate : methylenechloride : methanol – 20 : 20 : 1). The partially purified residue was then dissolved in 60 mi of 2-propanol, 1.17 g of 3- chloro-2,4-difluoroaniline was thereto, and the mixture was stirred at 100 C for 3 hours. The resulting mixture was distilled under a reduced pressure to remove the solvent, and the residue was dissolved in 60 mi of methylenechloride. 60 mi of trifluoroacetic acid was added thereto and the mixture was stirred at room temperature for 1 hour. The resulting mixture was distilled under a reduced pressure to remove the solvent. Saturated sodium bicarbonate solution was added to the resulting residue to make it basic, followed by extraction with chloroform. The organic layer was dried over anhydrous sodium sulfate, filtered, and distilled under a reduced pressure. The resulting residue was subjected to column chromatography (chloroform : methanol = 1 : 2) to obtain the title compound (2 g, 73%).1H-NMR (300MHz, CDCl3) delta 8.68 (s, IH), 8.35 (m, IH), 7.29 (s, IH), 7.09 (s, IH), 7.08 (m, IH), 5.03 (bm, IH), 4.02 (s, 3H), 3.37 (m, IH), 3.27 (m, IH), 3.11 (m, IH), 3.00 (m, IH), 2.24 (m, IH), 2.12 (m, IH); MS (ESI+): m/z = 407.19 [M+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, 3-Chloro-2,4-difluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HANMI PHARM. CO., LTD.; WO2008/150118; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

29671-92-9, Adding some certain compound to certain chemical reactions, such as: 29671-92-9, name is Carbamimidic chloride hydrochloride, 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 29671-92-9.

SO2(CH3)2 (20.4 g, 217 mmol) was heated to melting. A-2 (3.3 g, 29 mmol) was added and the resulting mixture was stirred and heated to 120C to dissolve completely. Methyl 5-(2-chloro-4-trifluoromethylphenoxy)- anthranilate (5 g, 14.5 mmol) was added in one part to the reaction mixture. Stirring was continued for 30 minutes. The reaction mixture was treated with water (10 ml_) and stirred for 10 minutes. The precipitate, V-17, a white solid, was isolated by filtration and dried in the vacuum oven.LC-MS m/z = 356 (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 29671-92-9.

Reference:
Patent; Janssen R&D Ireland; MC GOWAN, David; RABOISSON, Pierre, Jean-Marie, Bernard; JONCKERS, Tim, Hugo, Maria; LAST, Stefaan, Julien; EMBRECHTS, Werner; PIETERS, Serge, Maria, Aloysius; WO2012/156498; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

2533-69-9, These common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, 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.

To the solution containing 4,5-diaminobenzo-15-crown-5 prepared in the last step, methyl 2,2,2-trichloroacetimidate (90 L, 0.70 mmol) was added. The mixture was stirred at rt shielded from light. After 9h, K2CO3 (6.0 g) was added to the mixture. The mixture was stirred for 11 h. The solvent was evaporated to give brown solid. Deionized water (70 mL) was added to the solid, and the mixture was stirred at rt for 5 h. The precipitate was filtered on Celite 545 mu, and washed with deionized water. The precipitate was eluted with a mixture of CHCl3/MeOH (1/1). The solution was concentrated under reduced pressure to give light brown solid, which was passed through a short alumina column chromatography by using a mixture of CHCl3/MeOH (10/1) as an eluent. The fractions were concentrated, and the residue was recrystalized from acetic acid to give 1 (104 mg, 21%) as pale yellow crystal. HRMS (FAB) m/z ([M + Na]+) 637.2486, calcd for C30H38N4O10Na 637.2486. 1H NMR (600 MHz, CDCl3): 7.05 (s, 4H, Ar), 3.96 (br, 8H, crown), 3.86 (br, 8H, crown), 3.75 (br, 16H, crown); 13C NMR (150 MHz, CDCl3): 148.19 (C), 142.92 (C), 133.03 (C), 99.26 (CH), 70.81 (CH2), 70.15 (CH2), 69.22 (CH2), 69.07 (CH2).

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 2533-69-9.

Reference:
Article; Satake, Akiharu; Tanaka, Kazuo; Asakura, Hiroki; Okano, Masahiro; Hashimoto, Tsutsumu; Matsuura, You; Inaba, Yusuke; Oda, Tetsuhisa; Hirota, Shun; Koshino, Hiroyuki; Bulletin of the Chemical Society of Japan; vol. 87; 1; (2014); p. 88 – 97;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics