HCID 69782203, compound → HCID 69782454, compound

HRID 479082Notes

Reaction equation

HRID 479082 reaction equation
[CH:1]1([C:4](=[O:21])[CH:5](C(OC)=O)[C:6]([C:8]2[S:12][C:11]([CH3:13])=[C:10]([O:14][CH3:15])[C:9]=2[F:16])=[O:7])[CH2:3][CH2:2]1>C(#N)C.O.Cl>[CH:1]1([C:4](=[O:21])[CH2:5][C:6]([C:8]2[S:12][C:11]([CH3:13])=[C:10]([O:14][CH3:15])[C:9]=2[F:16])=[O:7])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 69782203HCID 69782203, compound

Product 1

HCID 69782454HCID 69782454, compoundYield 65.4%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 18373917Acetonitrile--water (1/1)Solvent

Procedure

A solution of 3-cyclopropyl-1-(4-fluoro-3-methoxy-2-methylthiophenyl)-2-methoxycarbonyl-propane-1,3-dione (0.15 g) in a mixture of acetonitrile/water (95:5) containing 3 drops of hydrochloric acid (2M) was heated at reflux for 44 hours, cooled, dried (magnesium sulphate) and evaporated to give the title compound (0.08 g), NMR 0.9 (m, 2H), 1.1 (m, 2H), 1.65 (m, 1H), 2.37 (s, 3H), 3.96 (s, 3H), 4.15 (s, 1H), 5.9 (s, 1H), 6.95-7.15 (m, 2H).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 44 hours
  3. temperaturecooled
  4. dry with materialdried (magnesium sulphate)
  5. customevaporated

Sources & evidence

ORD record
ord-05495f9fd7e1433899d67705289753d8
Source dataset
uspto-grants-2003_11
Patent number
US06642418B1

Reaction notes

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