Dichloromethane methanol → HCID 57815447, compound

HRID 420719Notes

Reaction equation

HRID 420719 reaction equation
[CH2:1]([C:3]1[N:8]=[CH:7][C:6]([CH2:9][OH:10])=[CH:5][C:4]=1[F:11])[CH3:2].C(Cl)Cl.CO>C(Cl)Cl>[CH2:1]([C:3]1[N:8]=[CH:7][C:6]([CH:9]=[O:10])=[CH:5][C:4]=1[F:11])[CH3:2]

Participants

4

Reactant 2

HCID 21226129Dichloromethane methanolHCID 57815288HCID 57815288, compound

Product 1

HCID 57815447HCID 57815447, compoundYield 59.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
40 °C

Procedure

CrO2 (Magtrieve) (796 mg, 9.48 mmol) was added to a solution of (6-ethyl-5-fluoro-3-pyridinyl)methanol (98 mg, 0.632 mmol) in DCM (5 ml) and the mixture was stirred at 40° C. for 6 h. TLC (10% DCM/MeOH) showed starting material remaining. An excess of CrO2 (Magtrieve) (530 mg, 6.32 mmol) was added. After stirring for 12 h, TLC showed the reaction had been completed. The resulting suspension was filtered and washed with DCM. The filtrate was concentrated under reduced pressure to give 57.4 mg of the title compound as a colourless oil.

Workup

  1. stirringAfter stirring for 12 h
  2. filtrationThe resulting suspension was filtered
  3. washwashed with DCM
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-5a3dc60e9c1c427596a4c54724df4acc
Source dataset
uspto-grants-2012_01
Patent number
US08097628B2

Reaction notes

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