Ethyl Acetate → HCID 57613192, compound

HRID 910698Notes

Reaction equation

HRID 910698 reaction equation
Br[C:2]1[S:6][C:5]([C:7]2[CH:12]=[C:11]([N:13]3[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]3)[CH:10]=[CH:9][N:8]=2)=[CH:4][CH:3]=1.[Cu][C:21]#[N:22].CCOC(C)=O>CN(C=O)C>[CH3:19][N:16]1[CH2:17][CH2:18][N:13]([C:11]2[CH:10]=[CH:9][N:8]=[C:7]([C:5]3[S:6][C:2]([C:21]#[N:22])=[CH:3][CH:4]=3)[CH:12]=2)[CH2:14][CH2:15]1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 25218410HCID 25218410, compoundHCID 178418546HCID 178418546, compound

Product 1

HCID 57613192HCID 57613192, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1-[2-(5-bromo-thiophen-2-yl)-pyridin-4-yl]-4-methyl-piperazine (41 mg, 0.13 mmol) and copper(I) cyanide (55 mg, 0.62 mmol) was heated in DMF at 180° C. by microwave for 30 minutes. After cooling, EtOAc was added and the resulting mixture was passed through Celite®. The filtrate was washed with water and the organic layer was concentrated. The resulting residue was purified by preparative TLC to yield the title compound.

Workup

  1. temperatureAfter cooling
  2. washThe filtrate was washed with water
  3. concentrationthe organic layer was concentrated
  4. customThe resulting residue was purified by preparative TLC

Sources & evidence

ORD record
ord-42ee73ef49e2433783fbc6a05a04a974
Source dataset
uspto-grants-2011_09
Patent number
US08022209B2

Reaction notes

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