Electric Literature of 552330-86-6, These common heterocyclic compound, 552330-86-6, name is 5-Bromoisoindolin-1-one, 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.
To a solution of 5-bromo-2,3-dihydro-isoindol-1-one (200.00 mg; 0.90 mmol; 1.00 eqf.) in anhydrous 1 ,4-dioxane (4.00 mL), bis(pinacolato)diboron (255.40 mg; 0.99 mmol; 1.10 eqf.), KOAc (307.79 mg; 3.14 mmol; 3.50 eqf.) and dppf (49.68 mg; 0.09 mmol; 0.10 eqr.) are added. RM is purged with argon and Pd(dppf)CI2 (65.54 mg; 0.09 mmol; 0.10 eqf.) is added. RM is stirred at 1 10C for 16 h. RM is filtered through a pad of Celite and partitioned between EtOAc and water. The aqueous phase is washed with EtOAc, combined organic layers are washed with brine, dried over Na2S04 and concentrated in vacuo to afford 5-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-2,3-dihydro- isoindol-1-one (377.00 mg; 68 %; 42 % by UPLC) as a brown powder. Crude product is used for futher reactions.
The synthetic route of 552330-86-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SELVITA S.A.; FABRITIUS, Charles-Henry Robert Yves; NOWAK, Mateusz Oktawian; WIKLIK, Katarzyna Anna; SABINIARZ, Aleksandra Barbara; BIE?, Marcin Dominik; BUDA, Anna Ma?gorzata; GUZIK, Pawel Szczepan; JAKUBIEC, Krzysztof Roman; MACIUSZEK, Monika; KWIECI?SKA, Katarzyna; TOMCZYK, Mateusz Micha?; GA??ZOWSKI, Micha? Miko?aj; GONDELA, Andrzej; DUDEK, ?ukasz Piotr; (681 pag.)WO2016/180536; (2016); A1;,
Indoline – Wikipedia,
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