Dimethyl Sulfoxide → HCID 18319334, compound

HRID 1700868Notes

Reaction equation

HRID 1700868 reaction equation
CC1C=C(C)N=C(C)C=1.Br[CH2:11][C:12]1[CH:17]=[C:16]([O:18][CH:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)[CH:15]=[CH:14][C:13]=1[F:24].CS(C)=[O:27]>>[CH:19]1([O:18][C:16]2[CH:15]=[CH:14][C:13]([F:24])=[C:12]([CH:17]=2)[CH:11]=[O:27])[CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

4

Reactant 3

HCID 679Dimethyl SulfoxideHCID 79532,4,6-TrimethylpyridineHCID 18319327HCID 18319327, compound

Product 1

HCID 18319334HCID 18319334, compound

Conditions

Temperature
150 °C

Procedure

1.9 ml of s-collidine (14.3 mmol) are introduced into a solution of 3 g of 2-bromomethyl-4-cyclopentyloxy-1-fluorobenzene (11 mmol) in 65 ml of dimethylsulfoxide. The mixture is heated at 150° C. for 25 minutes and is then cooled to room temperature. The solvent is evaporated off and the title product is isolated by chromatography on a column of silica (eluent: 96/4 cyclohexane/ethyl acetate). 1.1 g of a yellow oil are obtained:

Workup

  1. temperatureis then cooled to room temperature
  2. customThe solvent is evaporated off

Sources & evidence

ORD record
ord-b9d314d2c0de459984aba2dedd0a91b6
Source dataset
uspto-grants-2002_02
Patent number
US06350913B1

Reaction notes

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