Category: 35005-25-5

These common heterocyclic compound, 35005-25-5, name is Isopropyl 3-aminobenzoate, 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. Formula: C10H13NO2

General procedure: To a suspension of carboxylic acid (100mg) and DMAP (6 eq) in DCM (0.2 M) under nitrogen at -15C was added T3P (3 eq)dropwise over a period of 20 min. The resulting mixture was stirred at -15Cuntil a solution was obtained (2h) and the aniline (3 eq) was added dropwise.The reaction mixture was stirred at -15 C for 1h, slowly warmed to roomtemperature and stirred overnight. Saturated aq. NaHCO3 was thenadded and the aqueous layer extracted with EtOAc. The organic phase was washedwith saturated aq. NH4Cl (x 2), NaHCO3 and brine, driedover Na2SO4, filtered and concentrated under vacuum. Theresidue was dissolved in DCM and purified by flash chromatography (DCM/MeOH97/3 to 92/8).

The synthetic route of Isopropyl 3-aminobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Boland, Sandro; Bourin, Arnaud; Alen, Jo; Geraets, Jacques; Schroeders, Pieter; Castermans, Karolien; Kindt, Nele; Boumans, Nicki; Panitti, Laura; Vanormelingen, Jessica; Fransen, Silke; Van De Velde, Sarah; Defert, Olivier; Bioorganic and Medicinal Chemistry Letters; vol. 25; 18; (2015); p. 4005 – 4010;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 35005-25-5, The chemical industry reduces the impact on the environment during synthesis 35005-25-5, name is Isopropyl 3-aminobenzoate, I believe this compound will play a more active role in future production and life.

3-(4-(2,4,4-trimethylpentan-2-yl)phenoxy)propanoic acid (1.0 equiv) and isopropyl 3-aminobenzoate (1.2 equiv) were mixed in DMF, and the resulting mixture was added to HATU (1.5 equiv) and DIPEA (1.5 equiv). The reaction mixture was stirred overnight at room temperature and concentrated under reduced pressure, and the obtained residue was diluted with EtOAc and washed with water and brine. An organic layer was collected and dehydrated with anhydrous MgSO4, and concentrated under reduced pressure. The concentrate was purified by silica gel column chromatography, thereby obtaining isopropyl 3-(3-(4-(2,4,4-trimethylpentan-2-yl)phenoxy)propanamido)benzoate (transparent liquid, 0.06 g, 26.5% yield). (0364) 1H-NMR (500 MHz, CDCl3) 7.99 (brs, 2H), 7.93 (d, J=7.0 Hz, 1H), 7.79 (d, J=7.0 Hz, 1H), 7.41 (t, J=8.0 Hz, 1H), 7.32 (d, J=9.0 Hz, 2H), 6.89 (d, J=8.0 Hz, 2H), 5.25 (m, 1H), 4.35 (t, J=6.0 Hz, 2H), 2.87 (t, J=6.0 Hz, 2H), 1.72 (s, 2H), 1.38 (d, J=6.5 Hz, 6H), 1.36 (s, 6H), 0.72 (s, 9H); 13C-NMR (125 MHz, CDCl3) delta 169.2, 165.7, 155.6, 143.4, 137.9, 131.6, 129.1, 127.3, 125.3, 124.3, 120.6, 113.8, 68.6, 64.1, 56.9, 38.0, 37.8, 32.3, 31.8, 31.7, 21.9.

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, Isopropyl 3-aminobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DONGGUK UNIVERSITY GYEONGJU CAMPUS INDUSTRY-ACADEMY COOPERATION FOUNDATION; KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY; Lee, Kyeong; Won, Mi Sun; Ban, Hyun Seung; Kim, Minkyoung; Kim, Bo Kyung; (40 pag.)US2020/31764; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics