Category: 264916-06-5

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. 264916-06-5, name is tert-Butyl 5-aminoisoindoline-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., category: indolines-derivatives

A solution of 2-Boc-5-aminoisoidoline (50mg, 0.21 inmol) and paraformaldehyde (64 nip, 2.1 mmol) in MeOH (1 mL) and HOAc (1 mL) was treated with NaCNBH3 (72 mg, 1.05 mmol) . The reaction was allowed to proceed for 6 hours, after which the mixture was diluted with water (about 20 mL) . The pH value was adjusted to about 12 by the addition of concentrated aq. NaOh before the solution was extracted with CH2C12. The organic extracts were combined and dried over Na2SO4. Following removal of the solvent, the product was purified by flash chromatography (Si02, 20% EtOAc/hexanes) . Yield: 35.6 mg (65%), pale yellow oil, mixture of rotamers. 1H NMR (400 MHz, ODd3) 7.13 and 7.08 (d, J = 8.4 Hz, 1H), 6.82 – 6.46 (m, 2H) , 4.77 – 4.45 (m, 4H) , 3.06 – 2.85 (m, 6H), 1.51 (s, 9H) . 3g NMR (151 MHz, CDC13) 5 154.2,154.1, 150.0, 138.0, 137.6, 122.7, 122.4, 111.9,106.1, 79.0, 52.2, 51.8, 51.3, 51.0, 40.6, 28.1. HRESI-TOF m/z 263.1755 (C15H22N202 + H, required 263.1754)

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 264916-06-5.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; BOGER, Dale, L.; (104 pag.)WO2017/210206; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

A common heterocyclic compound, 264916-06-5, name is tert-Butyl 5-aminoisoindoline-2-carboxylate, molecular formula is C13H18N2O2, 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. 264916-06-5.

A solution of tert-butyl 5-aminoisoindoline-2-carboxylate (2.000 g, 8.536 mmol) in dichloromethane (50 mL) was mixed at the room temperature with methanesulfonyl chloride (0.661 mL, 8.536 mmol) and triethylamine (1.428 mL, 10.243 mmol), and stilTed at the same temperature for 18 hr. Then, saturated aqueous sodium bicarbonate solution was added to the reaction mixture, followed by extraction with dichloromethane. The organic layer was washed with aqueous saturated sodium chloride solution, dried with anhydrous Mg504, filtered, and concentrated in vacuo. The residue was chromatographed (5i02, 40 g cartridge; ethyl acetate / hexane = 20 % to 50 %) to give tert-butyl 5-(methylsulfonamido)isoindoline-2-carboxylate as white solid (2.220 g, 83.3 %).

The synthetic route of tert-Butyl 5-aminoisoindoline-2-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; HAN, Younghue; KIM, Yuntae; CHOI, Daekyu; MIN, Jaeki; BAE, Miseon; YANG, Hyunmo; KIM, Dohoon; (644 pag.)WO2017/18803; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem