HCID 66748212, compound → HCID 66747760, compound

HRID 1622775Notes

Reaction equation

HRID 1622775 reaction equation
[F:1][C:2]([C:5]1[CH:29]=[CH:28][C:8]([O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[C:21]4=[N:22][S:23](=[O:27])(=[O:26])[CH2:24][CH2:25][N:20]4[CH:19]=[CH:18][CH:17]=3)=[CH:12][CH:11]=2)=[CH:7][CH:6]=1)([F:4])[CH3:3]>C1COCC1.CO.[Pt](=O)=O>[F:4][C:2]([C:5]1[CH:6]=[CH:7][C:8]([O:9][C:10]2[CH:11]=[CH:12][C:13]([CH:16]3[C:21]4=[N:22][S:23](=[O:27])(=[O:26])[CH2:24][CH2:25][N:20]4[CH2:19][CH2:18][CH2:17]3)=[CH:14][CH:15]=2)=[CH:28][CH:29]=1)([F:1])[CH3:3]

Participants

5

Reactant 1

HCID 66748212HCID 66748212, compound

Product 1

HCID 66747760HCID 66747760, compoundYield 25.7%

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Platinum(IV) oxide (15 mg) was added to a mixture of 9-{4-[4-(1,1-difluoroethyl)phenoxy]phenyl}-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxide (300 mg) in THF (dry) (10 mL) and MeOH (10 mL). The mixture was stirred at room temperature under hydrogen overnight. The insoluble solid was removed by filtration through silica gel/Celite pad (eluted with EtOAc) and the filtrate was concentrated in vacuo. The residue was crystallized from THF/IPE to give the title compound (77.7 mg) as colorless crystals.

Workup

  1. customThe insoluble solid was removed by filtration through silica gel/Celite pad (eluted with EtOAc)
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was crystallized from THF/IPE

Sources & evidence

ORD record
ord-b383162ddec345f5a4e7860c6046bdea
Source dataset
uspto-grants-2014_07
Patent number
US08778934B2

Reaction notes

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