Reaction #1583808

ord-970811bb599e441fb5a062e2dc6340a2

Reaction equation

BrBr
bromine
O=C(Cc1ccncc1)c1ccc(Cl)s1
1-(5-chloro-2-thienyl)-2-(pyridin-4-yl)ethanone
O=C(c1ccc(Cl)s1)C(Br)c1ccncc1
2-Bromo-1-(5-chloro-2-thienyl)-2-(pyridin-4-yl)ethanone

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationThe resulting precipitate is filtered off
  2. 2
    Washwashed with MTBE
  3. 3
    Otherdried

Procedure

At room temperature, 26.9 g (167 mmol) of bromine are added dropwise to a solution of 40.0 g (167 mmol) of 1-(5-chloro-2-thienyl)-2-(pyridin-4-yl)ethanone in 200 ml of acetic acid, and the mixture is stirred for 90 min. The resulting precipitate is filtered off, washed with MTBE and dried. This gives 64.5 g (96%) of the desired product; log P (pH2.7): 2.18 with MS (ESI): 315.9 ([M+H]+).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09198426B2uspto-grants-2015_12