Pyridine → HCID 59300614, compound

HRID 2235652Notes

Reaction equation

HRID 2235652 reaction equation
[C:1]([O:4][CH2:5][C:6]1[S:7][CH:8]=[CH:9][C:10]=1[CH3:11])(=[O:3])[CH3:2].N1C=CC=CC=1.[Br:18]Br>C(Cl)Cl>[C:1]([O:4][CH2:5][C:6]1[S:7][C:8]([Br:18])=[CH:9][C:10]=1[CH3:11])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 1049PyridineHCID 24408BromineHCID 59300595(3-Methylthiophen-2-yl)methyl acetate

Product 1

HCID 59300614HCID 59300614, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

To a solution of 62.3 (0.61 g, 3.58 mmol) and pyridine (0.29 mL, 3.58 mmol) in DCM (24 mL) was added bromine (3.58 mL, 1.0 M solution in DCM) dropwise at 0° C. The mixture was stirred for 30 minutes at 0° C. and warmed to room temperature over 1 hour. Upon completion, the reaction was diluted with DCM, washed with saturated Na2S2O3 and brine, dried (Na2SO4), and concentrated to afford 62.4. The crude product was used without further purification.

Workup

  1. temperaturewarmed to room temperature over 1 hour
  2. washwashed with saturated Na2S2O3 and brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-c3928acb4d0e4af89739957d9c3a210c
Source dataset
uspto-grants-2010_05
Patent number
US07714008B2

Reaction notes

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