Water → HCID 18542110, compound

HRID 1267822Notes

Reaction equation

HRID 1267822 reaction equation
C[O-].[Na+].Br[CH2:5][C:6]1[O:10][C:9]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][C:16]=2[C:17]([F:20])([F:19])[F:18])=[N:8][CH:7]=1.[CH2:21]([SH:24])[CH2:22][CH3:23].O>CO>[CH2:21]([S:24][CH2:5][C:6]1[O:10][C:9]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][C:16]=2[C:17]([F:20])([F:19])[F:18])=[N:8][CH:7]=1)[CH2:22][CH3:23]

Participants

6

Reactant 4

HCID 962WaterHCID 7848Propyl mercaptanHCID 10942334Sodium MethoxideHCID 18542109HCID 18542109, compound

Product 1

HCID 18542110HCID 18542110, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium methoxide (130 μl, 30% in methanol) was added to a solution of 5-bromomethyl-2-(4-trifluoromethyl-3-pyridyl)-oxazole (160 mg) and n-propanethiol (60 μl), in methanol (7 ml), and the mixture was stirred at room temperature for 4 hours. Water (50 ml) was then added, and the mixture was extracted with ethyl acetate. The organic phase was washed with water, dried (MgSO4), filtered and concentrated. This gave the desired product in pure form as a pale yellow oil.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic phase was washed with water
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-2b8fe1e8226f4bb1bbe7b73a1860f64d
Source dataset
uspto-grants-2003_04
Patent number
US06555501B1

Reaction notes

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