HCID 67388112, compound → HCID 67388128, compound

HRID 910703Notes

Reaction equation

HRID 910703 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[CH:9]=[C:10]([CH:13]([OH:15])[CH3:14])[S:11][CH:12]=2)[CH:3]=1.C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[CH:9]=[C:10]([C:13](=[O:15])[CH3:14])[S:11][CH:12]=2)[CH:3]=1

Participants

4

Reactant 2

HCID 67388112HCID 67388112, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 67388128HCID 67388128, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-[4-(4-chloro-pyridin-2-yl)-thiophen-2-yl]-ethanol (100 mg, 0.42 mmol) in dichloromethane (3 mL) was added PCC (111 mg, 0.5 mmol). The resulting mixture was stirred for 3 hours and then passed through Celite®. The filtrated was washed with water and the organic layer was concentrated. The resulting residue was purified by silica gel column to yield 1-[4-(4-chloro-pyridin-2-yl)-thiophen-2-yl]-ethanone

Workup

  1. washThe filtrated was washed with water
  2. concentrationthe organic layer was concentrated
  3. customThe resulting residue was purified by silica gel column

Sources & evidence

ORD record
ord-121164c9e2e944f8943b220fad7f063a
Source dataset
uspto-grants-2011_09
Patent number
US08022209B2

Reaction notes

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