HCID 66748475, compound → HCID 66749043, compound

HRID 1622733Notes

Reaction equation

HRID 1622733 reaction equation
[F:1][C:2]([F:29])([C:21]1[CH:26]=[CH:25][C:24]([F:27])=[C:23]([CH3:28])[CH:22]=1)[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:14]3=[N:15][S:16](=[O:20])(=[O:19])[CH2:17][CH2:18][N:13]3[CH:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1>C1COCC1.CO.[Pt](=O)=O>[F:29][C:2]([F:1])([C:21]1[CH:26]=[CH:25][C:24]([F:27])=[C:23]([CH3:28])[CH:22]=1)[C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:14]3=[N:15][S:16](=[O:19])(=[O:20])[CH2:17][CH2:18][N:13]3[CH2:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1

Participants

5

Reactant 1

HCID 66748475HCID 66748475, compound

Product 1

HCID 66749043HCID 66749043, compoundYield 31.1%

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Platinum(IV) oxide (30 mg) was added to a solution of 9-{4-[difluoro(4-fluoro-3-methylphenyl)methyl]phenyl}-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxide (148 mg) in THF (dry) (50 mL) and MeOH (50 mL). The mixture was stirred at room temperature under hydrogen for 3 hr. Activated carbon was added and the insoluble solid was removed by filtration through NH-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 (46.5 mg) as colorless crystals.

Workup

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

Sources & evidence

ORD record
ord-3089287b5ab845668f74cd8040c00617
Source dataset
uspto-grants-2014_07
Patent number
US08778934B2

Reaction notes

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