6-Bromo-4-aza-2-oxindole synthesis
- Product Name:6-Bromo-4-aza-2-oxindole
- CAS Number:1190319-62-0
- Molecular formula:C7H5BrN2O
- Molecular Weight:213.03
1211540-74-7
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1190319-62-0
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Yield: 68%
Reaction Conditions:
with iron;acetic acid at 60; for 4 h;
Steps:
6-Bromo-1 ,3 -dihydro-2H-pvrrolo [3 ,2-b Jpvridin-2-one
To a solution of Intermediate 88 (10.0 g, 34.6 mmol) in acetic acid (200 mL) wasadded iron (9 .51 g, 173 mmol). The reaction mixture was stirred at 60°C for 4 h, then10 diluted with EtOAc (200 mL ), stirred for 15 minutes, filtered through a pad of Celite, andwashed with EtOAc (3 x 200 mL). The organic layer was separated, dried overanhydrous NazS04 and concentrated in vacuo. The crude residue was dissolved in 5%MeOH in EtOAc (30 mL) and adsorbed onto Fluorosil. The resulting slurry was filteredthrough a Celite pad and washed with 5% MeOH in EtOAc (3 x 200 mL). The organic15 layer was dried over anhydrous NazS04 and concentrated in vacuo, to afford the titlecompound (5.00 g, 68%) as a brown solid. DH (400 MHz, DMSO-d6) 3.57 (s, 2H), 7.30(s, IH), 8.17 (s, IH), 10.67 (br s, IH). HPLC-MS (method 6): MH+ m/z 213.0, RT 1.31minutes.
References:
UCB BIOPHARMA SPRL;BRACE, Gareth Neil;CHAPPELL, Rose Elizabeth;DEBOVES, Hervé Jean Claude;FOLEY, Anne Marie;FOULKES, Gregory;JONES, Elizabeth Pearl;LECOMTE, Fabien Claude;QUINCEY, Joanna Rachel;SCHULZE, Monika-Sarah Elisabeth Dorothea;SELBY, Matthew Duncan;SMALLEY, Adam Peter;TAYLOR, Richard David;TOWNSEND, Robert James;ZHU, Zhaoning WO2018/229079, 2018, A1 Location in patent:Page/Page column 118
1379312-86-3
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![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
1000210-73-0
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1190319-62-0
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67443-38-3
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1190319-62-0
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911434-04-3
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