HCID 67294316, compound → HCID 86656079, compound

HRID 1183108Notes

Reaction equation

HRID 1183108 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([C:11]2[CH:16]=[N:15][C:14]([CH2:17][OH:18])=[C:13]3[O:19][C:20]([CH3:24])([CH3:23])[O:21][CH2:22][C:12]=23)=[O:10])[CH:5]=[CH:6][C:7]=1[F:8]>O=[Mn]=O.C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][C:7]=1[F:8])[C:9]([C:11]1[CH:16]=[N:15][C:14]([CH:17]=[O:18])=[C:13]2[O:19][C:20]([CH3:24])([CH3:23])[O:21][CH2:22][C:12]=12)=[O:10]

Participants

4

Reactant 1

HCID 67294316HCID 67294316, compound

Product 1

HCID 86656079HCID 86656079, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6212ChloroformSolvent

Procedure

(4-fluorophenyl)(8-(hydroxymethyl)-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanone (total yield from step 1d) was added to 200 mL of CHCl3 and 15 g MnO2. The resulting suspension was refluxed for 4 h to completion. MnO2 was then removed by filtration through Celite and washed 2× with CHCl3. Evaporation of the solvent gave 5 g of crude product which was used without further purification.

Workup

  1. temperatureThe resulting suspension was refluxed for 4 h to completion
  2. customMnO2 was then removed by filtration through Celite
  3. washwashed 2× with CHCl3
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-e7e1a889946140f3aa934791f63c5f15
Source dataset
uspto-grants-2014_03
Patent number
US08664248B2

Reaction notes

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