Bromine → 2-(2-Amino-4-pyridyl)-2-bromo-1-(3-methylphenyl)ethanone hydrobromide

HRID 2212338Notes

Reaction equation

[Br:1]Br.C(OC([NH:10][C:11]1[CH:16]=[C:15]([CH2:17][C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=2)=[O:19])[CH:14]=[CH:13][N:12]=1)=O)(C)(C)C>C(O)(=O)C>[BrH:1].[NH2:10][C:11]1[CH:16]=[C:15]([CH:17]([Br:1])[C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=2)=[O:19])[CH:14]=[CH:13][N:12]=1

Participants

Conditions

Temperature: 80 °C

Procedure

Bromine (3.2 mL, 62 mol) was added to a solution of 2-(2-tert-butoxycarbonylamino-4-pyridyl)-1-(3-methylphenyl)ethanone (20 g, 61 mmol) in acetic acid (60 mL) and the mixture was stirred at 80° C. for 2 hours. After the reaction mixture was cooled to room temperature, the precipitate was filtered to obtain 19 g (yield 81%) of the title compound.

Workup

temperatureAfter the reaction mixture was cooled to room temperature
filtrationthe precipitate was filtered

Sources & evidence

ORD record: ord-7643fbe7f7bf4b0095795b8ac2e9e252
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07101899B1

Reaction notes

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