Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 249647-24-3, name is Methyl 3-bromo-4-iodobenzoate, belongs to iodides-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 249647-24-3, Recommanded Product: 249647-24-3

A solution of the compound obtained in 81-1 (5.02 g, 29.771 mmol) in THF (35 mL) was added with 9-BBN (0.5M THF solution, 65.5 mL, 32.748 mmol) and stirred at room temprature for 2.5 hours. The mixture was added with DMF (100 mL), methyl 3-bromo-4-iodobenzoate (11.17 g, 32.748 mmol) and K2CO3 (12.34 g, 89.313 mmol), and then substituted with nitrogen for a few minutes. Then, the mixture was added with Pd(dppf)Cl2¡¤MC (1.22 g, 1.489 mmol) and allowed to react at 100C for 16 hours. After cooled to room temperature, the reaction mixture was added with distilled water and brine, and then extracted with EtOAc. The organic layer was collected and dried over MgSO4. The filtrate thus obtained was concentrated under reduced pressure and purified by silica gel chromatography to obtain the title compound (yellow oil, 5.38 g, 47% yield). 1H NMR (300 MHz, CDCl3) delta 8.20 (d, 1H), 7.90 (dd, 1H), 7.29 (d, 1H), 6.98 (s, 1H), 3.92 (s, 3H), 2.90 – 2.74 (m, 4H), 2.50 (s, 3H), 2.17 – 1.99 (m, 2H).

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; SK Chemicals Co., Ltd.; LEE, Ju Young; LEE, Jeong A; AHN, Jaeseung; RYU, Je Ho; HAN, Min-Young; YOO, Taekyung; SA, Joon Ho; KIM, Jae-Sun; (297 pag.)EP2963027; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 167479-01-8, The chemical industry reduces the impact on the environment during synthesis 167479-01-8, name is tert-Butyl (3-iodopropyl)carbamate, I believe this compound will play a more active role in future production and life.

Example 38; tert-Butyl r3-r{6-methoxy-4-r(2-methyl-5-{J3-(trifluoromethv?benzoyl]aminolphenv? amino]quinazolin-7-yl>oxy)propyl]carbamate; A solution of N- {3-[(7-hydroxy-6-methoxyquinazolin-4-yl)amino]-4-?iethylphenyl} -3-(trifluoromethyl)benzamide (Example 70; 100 mg, 0.213 mmol), tert-butyl (3- iodopropyl)carbamate (Method 26; 61 mg, 0.213 mmol, 1.2 equiv) and K2CO3 (44 mg, 0.320 mmol, 1.5 equiv) in MeCN (2 ml) were heated to 70 0C for 12 h. The reaction was quenched with water and extracted with EtOAc. The organics were dried with nuaCl(sat) and Na2SO4(S) and then removed under reduced pressure. The resulting solid was purified by reverse phase preparative HPLC (0.1% TFA in MeCN and water); m/z 626.

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, tert-Butyl (3-iodopropyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/71963; (2007); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 58755-70-7, A common heterocyclic compound, 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene, molecular formula is C7H6INO3, 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.

K3PO4 (5.09 g, 24.0 mmol) and PdCl2(dppf)¡¤CH2Cl2 (327 mg, 0.400 mmol) was added to a solution of 4-iodo-3-nitroanisole (33, 2.28 g, 8.00 mmol) and 8 (2.18 g, 8.80 mmol) in DMF (30 ml) and water (0.6 ml) under argon atmosphere, and the mixture was stirred for 3 h at 70 C. The reaction mixture was filtered through Celite, and the filtrate was diluted with water, extracted with methylene chloride. The organic layer was washed with water and brine, dried with sodium sulfate, and evaporated. The residue was purified by silica gel column chromatography (n-hexane/ethyl acetate 15:1 to 10:1) to give 34 (orange solid, 1.78 g, 6.52 mmol, 81%). Mp 137.5-138.0 C; 1H NMR (500 MHz, CDCl3) delta 7.43 (d, 1H, J=2.6 Hz), 7.28 (d, 1H, J=8.5 Hz), 7.15 (d, 1H, J=7.7 Hz), 7.14 (dd, 1H, J=8.5, 2.7 Hz), 6.87 (d, 1H, J=7.6 Hz), 6.71 (s, 1H), 3.87 (s, 3H), 3.67 (s, 3H), 2.39 (s, 3H); 13C NMR (125 MHz, CDCl3) delta 158.81, 155.73, 150.04, 139.58, 133.23, 129.35, 125.19, 123.94, 121.76, 118.85, 111.55, 108.94, 55.78, 55.00, 21.61; HRMS (FAB+) m/z 274.1075 [(M+H)+: calcd for C15H16NO4, 274.1079].

The synthetic route of 58755-70-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Iwashita, Masazumi; Fujii, Shinya; Ito, Shigeru; Hirano, Tomoya; Kagechika, Hiroyuki; Tetrahedron; vol. 67; 33; (2011); p. 6073 – 6082;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 58313-23-8, name is Ethyl-3-iodobenzoate, belongs to iodides-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 58313-23-8, Safety of Ethyl-3-iodobenzoate

General procedure: DIPEA (6 equiv) was added to a solution of propargylamine 7 (1 equiv) and the methyliodo-benzoate derivative (1.6 equiv) in THF (THF/DIPEA = 3:1). The reaction mixture wasdegassed by freeze pump thaw method, until no more gas atmosphere could be detected bythe manometer. The catalysts, Cl2Pd(PPh3)2 (2 mol %) and CuI (1 mol %) were added to thefrozen reaction mixture and the solution slowly warmed to room temperature. After 30-120 min, a colourless precipitate formed in the clear solution, indicating the progress of thereaction. At least 2-8 h later, the suspension was diluted with a saturated aqueous NH4Clsolution and KHSO4 (aq, 5 %) was added, until the organic layer started to turn faintly red(pH 5-6). The emulsion was diluted with Et2O, the organic layer separated and the organiclayer extracted to more times with Et2O. The combined organic layers were dried overNa2SO4 and the solvent was evaporated in vacuum. The crude product was purified bycolumn chromatography. Typical reactions were carried out on a scale of 0.1-0.5 g ofpropargylamine 7. Similar reactions have already been described by Hashmi [20], Ishida [21]and Wong et al. [22].

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

Reference:
Article; Wuensch, Matthias; Schroeder, David; Froehr, Tanja; Teichmann, Lisa; Hedwig, Sebastian; Janson, Nils; Belu, Clara; Simon, Jasmin; Heidemeyer, Shari; Holtkamp, Philipp; Rudlof, Jens; Klemme, Lennard; Hinzmann, Alessa; Neumann, Beate; Stammler, Hans-Georg; Sewald, Norbert; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 2428 – 2441;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 628-77-3, name is 1,5-Diiodopentane, 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. Recommanded Product: 628-77-3

EXAMPLE 1 N, N’-Pentane-1, 5-diyl-bis-pyridinium Diiodide (bPPeI).; 1,5-Diiodopentane (mmol) was added to a solution (30 mL) of dry pyridine, and the solution heated for 24 hours at 65C. The resulting precipitate was filtered, and the product washed five times with dry diethyl ether. The resulting yellow solid was isolated in a 90% yield. ‘H NMR (300 MHz, DMSO-D6) 8 9.14 (2H, d, C2&C6-H), 8.62 (1H, t, C4-H), 8.19 (2H, t, C3&C5-H), 4.62 (2H, t, C’1-CH2), 1.92 (2H, m, C’2-CH2), 1.25 (1H, m, C’3-CH2).

The synthetic route of 1,5-Diiodopentane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF KENTUCKY RESEARCH FOUNDATION; WO2005/66129; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 167479-01-8, 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. 167479-01-8 name is tert-Butyl (3-iodopropyl)carbamate, 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 76 Preparation of N-[1-(3-tert-butoxycarbonylaminopropyl)-4-(3-methoxyphenyl)-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl]-N’-(2,6-diisopropylphenyl)urea STR91 The title compound was obtained in the same manner as in Example 58 from N-[4-(3-methoxyphenyl)-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl]-N’-(2,6-diisopropylphenyl)urea and 3-tert-butoxycarbonylaminopropyl iodide. 1 H-NMR delta (CD3 OD) 8.64 (1H, dd, J=5.0 Hz, 1.7 Hz), 7.77 (1H, dd, J=8.3 Hz, 1.7 Hz), 7.49 (1H, dd, J=8.3 Hz, 7.6 Hz), 6.95-7.35 (7H, m), 4.74 (2H, t, J=6.9 Hz), 3.87 (3H, s), 3.20 (2H, t, J=6.6 Hz), 2.95-3.10 (2H, m), 1.90-2.10 (2H, m), 1.49 (9H, s), 1.15 (12H, brd, J=6.3 Hz)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (3-iodopropyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; Sumitomo Pharmaceuticals Company, Ltd.; US5843957; (1998); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 444-29-1,Some common heterocyclic compound, 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, molecular formula is C7H4F3I, 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: In a typical experiment, the isolated crystalline precatalyst 1A (or 2A, 0.005 mmol) was sequentially mixed with 3 mL of solvent (DMF or [Bmim]PF6 if required), iodobenzene (5mmol), phenylacetylene (6 mmol), and Et3N (7.5 mmol). The obtained mixture was placed in a sealed Teflon?lined stainless steel autoclave, purged with syngas (CO, 1.0 MPa) and then stirred vigorously at the required temperature for the appointed time. Upon completion of the reaction, the mixture wasc ooled to room temperature and the pressure was carefully released. The reaction mixture was extracted with diethyl ether(5 mL 3). The ether fractions were combined and then analyzedby GC to determine the conversion of PhI (1?dodecane as an internal standard) and the selectivity for the carbonylative products (normalization method). The structures of the carbonylative products were further confirmed by GC?MS.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-2-(trifluoromethyl)benzene, its application will become more common.

Reference:
Article; Yang, Da; Wang, Dongliang; Liu, Huan; Zhao, Xiaoli; Lu, Yong; Lai, Shijun; Liu, Ye; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 37; 3; (2016); p. 405 – 411;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 628-21-7,Some common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, 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.

With reference to the above reaction formula 12, the ICH2CH2CH2CH2I (309 mg, 0 . 18mmol) containing as added to the starting material of the amine compound (amine compound, 40 mg, 0 . 15mmol), K2CO3(62 mg, 0 . 45mmol) of DMF (10 ml) solution, in 60 C mix 48 hours for reaction. Thus-prepared reaction solution, with the ice water (10 ml) after mixing, using CH2Cl2(2×20 ml) to carry out extraction. Collecting the organic layer, water (2x 10 ml) after washing, the use of non-aqueous sulfuric acid drying, to chromatographic method for the brown residue (CH2Cl2As eluant) is purified, thereby obtaining the chemical formula 27 compound (yield: 17 mg, 35%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,4-Diiodobutane, its application will become more common.

Reference:
Patent; Shuntian Township University-Industry Association; Korea Chemical Research Institute; Song, Honyeon; Jang, Ungsig; Nam, Gungu; Li, Byeongui; Gil, Yeonsig; Li, Qiin; Sadu, Bunjabtab Seopaila; Jo, Huiyeong; (35 pag.)CN106176709; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 116632-39-4, 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. 116632-39-4 name is 5-Bromo-2-iodotoluene, 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.

Barium hydroxide monohydrate (2.27 g, 2.0 equiv), 4-bromo-1-iodo-2-methylbenzene (0.94 mL, 1.1 equiv), 3-chlorophenyl boronic acid (0.94 g, 1.0 equiv), and palladium tetrakis(triphenylphosphine) (0.14 g, 0.02 equiv) were combined and stirred in dioxane (15 mL) and water (5 mL), heated at reflux for 2 hr and then allowed to cool to room temperature. The solution was concentrated and the residue dissolved in CH2Cl2, washed with water and brine and then dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography (SiO2, hexane) to give 4-bromo-3′-chloro-2-methyl biphenyl (0.33 g, 21%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-2-iodotoluene, and friends who are interested can also refer to it.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2004/82779; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 98-61-3, name is 4-Iodobenzenesulfonyl chloride, molecular formula is C6H4ClIO2S, 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. Safety of 4-Iodobenzenesulfonyl chloride

General procedure: To the solution of meridianin G (7) or meridianin C (3) indichloromethane (5 ml) was added DMAP (0.05 equiv.), aryl/heteroarylsulfonyl chloride (1.1 equiv.) and N,N-diisopropylethylamine(1.5 equiv.). The mixturewas stirred at room temperature for20 h. Reaction was then quenched by the addition of 10% HCl. Thisreaction mixture was extracted with dichloromethane (50 ml 3),and combined organic layer was evaporated on rotary evaporator.Purification by silica gel column chromatography (mesh 100e200)using dichloromethane-methanol (99:1 to 97:3) to get the titledproducts 14aead.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 98-61-3, its application will become more common.

Reference:
Article; Yadav, Rammohan R.; Khan, Shabana I.; Singh, Samsher; Khan, Inshad A.; Vishwakarma, Ram A.; Bharate, Sandip B.; European Journal of Medicinal Chemistry; vol. 98; (2015); p. 160 – 169;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com