Bromine → 3,7-dibromo-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one

HRID 17854

Reaction equation

HRID 17854 reaction equation
N1C2C=CC=CC=2CCCC1.[Br:12]Br.[Br:14][CH:15]1[CH2:21][CH2:20][C:19]2[CH:22]=[CH:23][CH:24]=[CH:25][C:18]=2[NH:17][C:16]1=[O:26]>C(O)(=O)C>[Br:14][CH:15]1[CH2:21][CH2:20][C:19]2[CH:22]=[C:23]([Br:12])[CH:24]=[CH:25][C:18]=2[NH:17][C:16]1=[O:26]

Participants

5

Procedure

Scheme 5 describes an example of bromination of a tetrahydrobenzazepine intermediate. Bromine can be added slowly to commercially available 3-bromo-1,3,4,5-tetrahydro-1-benzazepin-2-one in acetic acid with stirring at room temperature to provide the useful intermediate 3,7-dibromo-1,3,4,5-tetrahydro-1-benzazepin-2-one, which can be used in many transformations described herein. Bromination using similar conditions can be carried out on other amino aryl cores described herein to provide intermediates for transformation to the compounds of the invention described in Schemes 8, 9 and 10.

Sources & evidence

ORD record
ord-5dc8d1a4d7a64005aaa34528a13933b9
Source dataset
uspto-grants-2010_06
Patent number
US07741317B2

Linked notes

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