Category: 13570-08-6

Reference of 13570-08-6, 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. 13570-08-6 name is 2-(1H-Benzo[d]imidazol-2-yl)acetic acid, 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.

To a stirred solution of compound 80 (tosyiate) (536 mg, 1.36 mmol), compound 79 (200 mg, 1. 13 mmol) and HOBt (230 mg, 1.70 mmol) in 5 mL DCM, was added DIPEA (0.99 mL, 5.7 mmol) drop-wise and stirred at 0 C for 10 min under inert atmosphere. Then EDC-HC1 (283 mg, 1.48 mmol) was added to the reaction mixture and allowed to stir at room temperature for 16 h. After completion [confirmed by TLC (70% EtOAc-Hexane, Rf-0.4) and LC-MS] reaction mixture was partitioned between water (70 mL) and DCM (3×60 mL). Organic layer was separated, dried (MgSCfi) and concentrated. Resultant crude was purified by column chromatography (eluent: 30-65% EtOAc-hexane, S1O2) to yield compound 81 (210 mg, 48.8%) as white solid. Mass [ESI]: m/z. 379.45 [M++l]

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(1H-Benzo[d]imidazol-2-yl)acetic acid, and friends who are interested can also refer to it.

Reference:
Patent; CYTOSITE BIOPHARMA INC.; BILCER, Geoffrey, Malcolm; KELLY, Terence, Alfred; (190 pag.)WO2019/160916; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 13570-08-6, name is 2-(1H-Benzo[d]imidazol-2-yl)acetic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 2-(1H-Benzo[d]imidazol-2-yl)acetic acid

A mixture of 2-(1H-benzo[d]imidazol-2-yl)acetic acid 46 (100 mg, 0.57 mmol), 5-isopropyl-2-methylaniline 47, HATU (433 mg, 1.14 mmol), and Et3N (160 muL, 1.14 mmol) in MeCN (7 mL) was stirred at room temperature for 4 h. And then, isopropyl-2-methylaniline (127 mg, 0.85 mmol) was added. After stirring at room temperature for 12 h, the mixture was extracted with EtOAc (3 ~ 30 mL) and washed with H2O (~ 30 mL). The organic layer was dried over anhydrous MgSO4, and concentrated in vacuo to yield the title product 48 (170 mg, 81%); 1H NMR (400 MHz, DMSO-d6) delta ppm 12.37 (br s, 1H) 9.91 (s, 1H) 7.56 (d, J = 7.2 Hz, 1H) 7.47 (d, J = 7.2 Hz, 1H) 7.43 (s, 1H) 7.14 (m, 3H) 6.95 (d, J = 7.6 Hz, 1H) 4.02 (s, 2H) 2.82 (m, 1H) 2.20 (s, 3H) 1.17 (s, 3H) 1.15 (s, 3H); LC/MS (ESI+, MeCN/H2O): m/z: calcd for C19H22N3O: 308.17 [M + H]+; found: 308.2.

The synthetic route of 13570-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kim, TaeHun; Yang, Ha Yun; Park, Beoung Gun; Jung, Seo Yun; Park, Jong-Hyun; Park, Ki Duk; Min, Sun-Joon; Tae, Jinsung; Yang, Hyejin; Cho, Suengmok; Cho, Sung Jin; Song, Hyundong; Mook-Jung, Inhee; Lee, Jiyoun; Pae, Ae Nim; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 1172 – 1192;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 13570-08-6, The chemical industry reduces the impact on the environment during synthesis 13570-08-6, name is 2-(1H-Benzo[d]imidazol-2-yl)acetic acid, I believe this compound will play a more active role in future production and life.

Thionyl dichloride (0.7 ml, 9.65 mmol) was added dropwise to an ice-cooled (0C) suspension of 2-(1H-1,3- benzodiazol-2-yl)acetic acid (179) (0.7 g, 3.97 mmol) in MeOH (30 ml). The reaction mixture was allowed to warm to room temperature and stirred for 18 h. The mixture was poured onto saturated NaHCQ (40 ml) and extracted with DCM (3 x 20 ml). The combined organic layers were washed with brine (30 ml), dried (NaS04), filtered and evaporated to give the title compound (0.65 g, 86%) as a cream solid. 1H-NMR(CDCI3, 500 MHz): d[ppm]= 10.10 (brs, 1H), 7.72 (brs, 1H), 7.46 (brs, 1H), 7.29-7.23 (m, 2H), 4.09 (s, 2H), 3.82 (s, 3H) HPLCMS (Method F): [m/z]: 191.2 [M+Hf

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, 2-(1H-Benzo[d]imidazol-2-yl)acetic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VIFOR (INTERNATIONAL) AG; DUeRRENBERGER, Franz; BUHR, Wilm; BURCKHARDT, Susanna; BURGERT, Michael; KALOGERAKIS, Aris; REIM, Stefan; MANOLOVA, Vania; BOYCE, Susan; YARNOLD, Christopher John; PENA, Paula; SHEPHERD, Jon; LECCI, Cristina; JARJES-PIKE, Richard; SCOTT, John; (416 pag.)WO2017/68089; (2017); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem