Tributylamine → HCID 86642185, compound

HRID 1848290Notes

Reaction equation

HRID 1848290 reaction equation
[Br:1][C:2]1[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[Cl:11][C:12]1[CH:13]=[C:14]([C:19](=[O:24])[C:20]([F:23])([F:22])[F:21])[CH:15]=[C:16]([Cl:18])[CH:17]=1.C(N(CCCC)CCCC)CCC>C1(C)C=CC=CC=1>[Br:1][C:2]1[N:7]=[CH:6][C:5]([C:8](=[O:10])[CH2:9][C:19]([C:14]2[CH:15]=[C:16]([Cl:18])[CH:17]=[C:12]([Cl:11])[CH:13]=2)([OH:24])[C:20]([F:23])([F:22])[F:21])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7622TributylamineHCID 27582311-(3,5-Dichlorophenyl)-2,2,2-trifluoroethan-1-oneHCID 156681955-Acetyl-2-bromopyridine

Product 1

HCID 86642185HCID 86642185, compoundYield 38.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

1.00 g (4.99 mmol) of 1-(6-bromopyridin-3-yl)-ethanone, 1.21 g (4.99 mmol) of 3′,5′-dichloro-2,2,2-trifluoroacetophenone, 2.42 g of toluene and 0.28 g (1.50 mmol) of tributylamine were fed and the mixture was stirred for 13 hours at 60° C. After cooling the reaction solution to room temperature, the solid was filtered under reduced pressure to obtain 0.85 g of 1-(6-bromopyridin-3-yl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-3-hydroxybutan-1-one as a white solid (yield 38.4%)

Workup

  1. temperatureAfter cooling the reaction solution to room temperature
  2. filtrationthe solid was filtered under reduced pressure

Sources & evidence

ORD record
ord-395655bef90340b89ae781188278902d
Source dataset
uspto-grants-2015_02
Patent number
US08952175B2

Reaction notes

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