Triethylamine → HCID 58581706, compound

HRID 1469390Notes

Reaction equation

HRID 1469390 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[S:10])[NH2:9])=[CH:4][CH:3]=1.Br.Br[CH2:13][C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1)=O.C(N(CC)CC)C>CN(C=O)C.CCOC(C)=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:10][CH:13]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=3)[N:9]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 7372234-FluorothiobenzamideHCID 27762312-Bromo-1-(2-pyridinyl)-1-ethanone hydrobromide

Product 1

HCID 58581706HCID 58581706, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

4-Fluorobenzenecarbothio-amide (250 mg, 1.61 mmol) and 2-bromo-1-pyridin-2-ylethanone hydrobromide (450 mg, 1.61 mmol) were dissolved in DMF (2 mL), and triethylamine (0.23 mL, 1.61 mmol) was added. The reaction was stirred at room temperature for 90 min, and then heated at 50° C. for 30 min. The mixture was diluted with EtOAc. The organic layer was washed with brine, and dried over Na2SO4. The drying agent was filtered off, and the filtrate was concentrated to afford the title compound. LC-MS 257.1 [M+1]+.

Workup

  1. temperatureheated at 50° C. for 30 min
  2. washThe organic layer was washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationThe drying agent was filtered off
  5. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-80a9ab765b3f45478033a9e55992b09e
Source dataset
uspto-grants-2015_04
Patent number
US09006268B2

Reaction notes

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