Iodides-buliding-blocks

1450754-38-7, 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. 1450754-38-7, name is 3-(But-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine, A new synthetic method of this compound is introduced below.

A mixture of compound S9 (38.1 mg, 167 tmo1, I equiv) and iodo-diazirine 57 (41.4 mg, 178 p.moi, 1.00 equiv) was dissolved in DMF (1.7 rnL) at 24 C. Potassium carbonate (46.1 rng, 334 imol, 2.00 equiv) was added to the resulting mixture. The reaction mixture was stirred for 12 hours at 50 C, then cooled for 30 minutes to 24 C and partitioned between ethyl acetate (5 mL) and Di water (5 mL). The organic portion was separated and washed with brine (3 x 5 mL). The organic portion was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to afford an off white powder. The powder was purified by flash column chromatography (20% ethyl acetate-hexanes) to afford the celecoxib analog 9 as a pale yellow oil (39.4 mg, 68%).R= 0.58 (20% ethyl acetate-hexanes; UV). ?HNIvR (500 MHz, CDCI3): d 7.74 (d, 2H, J 7,6 Hz, El3). 7.48 (dd, 2H, J == 7.6, 7.6 Hz, H4), 7.36 (t, IH, J == 7.6, 7.6 Hz, H5), 5.92 (s, IH, Hi), 3.99 (t, 2H, J = 6.0 Hz, H2), 2.01-195 (m, 5H, Ho/HfHc), 1.66 (t, 2H, J = 6.8 Hz, FL). ?3C NMR (125 MHz, CDC13): oe 154.0 (C), 141.8 (q, 2JCF 38.4 Hz, CT:1), 137.5 (C), 129.0 (CH), 127.7 (CH). 123.0 (CH), 120.9 (q, IJCF = 267.3 Hz CF3), 84.7 (q, 3JCF = 2. 1 Hz, CH), 82.4 (C), 69.4 (CH), 67.1 (OCH2), 32.6 (CFL), 32.3 (Cl-i2), 26.1 (CN2), 13.2 (CH3). ?9F NMR (375 MHz, CDCI3): oe -63.3 ppm. [R (ATR-FTIR). cnf?: 3303 (s), 1594 (m). 1562(m), 1508 (rn), 1488 (m), 1457 (m), 1243 (s), 1126 (s), 1099 (s), 968 (s), 759 (s), 639 (s) cm- 1. HRMS-ESI (m/z): [MH-+1j calculated ?for Cv7HT6F3N4O. 34g. 1271; found, 349.1276.

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; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; WOO, Christina, M.; GAO, Jinxu; (555 pag.)WO2018/226828; (2018); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

460-37-7,Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, 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.

28.4 g of 4,6-diamino-2-mercaptopyrimidine (SM) was weighed and dissolved in 100 mL of N,N-dimethylformamide.Then add 82.8 g of potassium carbonate to the system.Trifluoromethyl-iodopropane was added 179.2g,The reaction was carried out for 6 h under the conditions of a 130 C oil bath.The mixture was cooled to room temperature, and the mixture was combined with EtOAc.Recrystallization from methylene chloride gave 38.1 g of a yellow solid 2-[(3,3,3-trifluoropropyl)thio]pyrimidine-4,,6-diamino (intermediate 1),The yield was 80%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1,1-Trifluoro-3-iodopropane, its application will become more common.

Reference:
Patent; Changzhi Yuan Yan Pharmaceutical Technology Co., Ltd.; Zhou Jian; Cai Kun; (13 pag.)CN108440627; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

289039-29-8, 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. 289039-29-8, name is 2-Chloro-5-iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

In a sealed tube, a mixture of 2-chloro-5-iodobenonitrile 111-5 (1.30 g, 5 mmol), 0.5 M (2-tert-butoxy-2-oxoethyl) zinc(II) chloride 111-6 in ether (11 mL, 5.5 mmol), Pd(dba)2 (144 mg, 0.25 mmol), Q-phos (178 mg, 0.25 mmol), and THF (20 mL) under argon was stirred at 70 C for 18 hours. After cooling to room temperature, the solvents were evaporated and the residue was redissolved in ethyl acetate, washed with water and brine, dried over Na2SO4 and concentrated to dryness by rotary evaporation. The crude product was purified by silica gel flash chromatography, eluted with 30% ethyl acetate in hexane to give tert-butyl 2- (4-chloro-3-cyanophenyl)acetate 111-7 as a brown oil. MS m/z 252.1 (M + 1).

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; IRM LLC; CHENG, Dai; ZHANG, Guobao; HAN, Dong; GAO, Wenqi; PAN, Shifeng; WO2010/101849; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com