2-Bromo-1-[4-(trifluoromethoxy)phenyl]ethan-1-one → HCID 89525650, compound

HRID 1523288Notes

Reaction equation

HRID 1523288 reaction equation
[C:1]([S:5]([NH:7][C:8]1([CH:12]([CH2:16][CH3:17])[C:13]([OH:15])=[O:14])[CH2:11][O:10][CH2:9]1)=[O:6])([CH3:4])([CH3:3])[CH3:2].Br[CH2:19][C:20]([C:22]1[CH:27]=[CH:26][C:25]([O:28][C:29]([F:32])([F:31])[F:30])=[CH:24][CH:23]=1)=[O:21]>>[C:1]([S:5]([NH:7][C:8]1([CH:12]([CH2:16][CH3:17])[C:13]([O:15][CH2:19][C:20](=[O:21])[C:22]2[CH:27]=[CH:26][C:25]([O:28][C:29]([F:30])([F:31])[F:32])=[CH:24][CH:23]=2)=[O:14])[CH2:9][O:10][CH2:11]1)=[O:6])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 27786912-Bromo-1-[4-(trifluoromethoxy)phenyl]ethan-1-oneHCID 89525594HCID 89525594, compound

Product 1

HCID 89525650HCID 89525650, compoundYield 73.1%

Procedure

Prepared by Method E using 2-{3-[(tert-butylsulfinyl)amino]oxetan-3-yl}butanoic acid (Preparation 27, 2.658 g, 10.1 mmol) and 2-bromo-1-[4-(trifluoromethoxy)phenyl]-ethanone (3.14 g, 11.1 mmol). The reaction was stirred at room temperature for 3 hours. The residue was purified by silica gel column chromatography to afford the title compound (3.435 g, 73% yield).

Workup

  1. customPrepared by Method E
  2. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-8ad323db16b04f978eb7d0ed75d79c1b
Source dataset
uspto-grants-2015_07
Patent number
US09079878B2

Reaction notes

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