HCID 66748417, compound → HCID 66748816, compound
Reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:16]3=[N:17][S:18](=[O:22])(=[O:21])[CH2:19][CH2:20][N:15]3[CH:14]=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>C1COCC1.C(O)C.[C].[Pd].[C].[Rh].[Pt](=O)=O>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[C:16]3=[N:17][S:18](=[O:21])(=[O:22])[CH2:19][CH2:20][N:15]3[CH2:14][CH2:13][CH2:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]Participants
Reactant 1
Product 1
Reagents, catalysts & solvents 5
Procedure
A mixture of 10% palladium-carbon (50% wet, 15 mg) and 9-(4-tert-butylphenyl)-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxide (150 mg) in THF (25 mL) and ethanol (25 mL) was stirred under a hydrogen atmosphere at room temperature, and stirred under a hydrogen atmosphere (3.5 atm) for 1 hr. To the reaction mixture was added 5% rhodium-carbon (50% wet, 15 mg), and the mixture was stirred under a hydrogen atmosphere (3.5 atm) for 4 hr. To the reaction mixture was added platinum dioxide (15 mg) and the mixture was stirred under a hydrogen atmosphere for 2 hr. The reaction mixture was filtered, the filtrate was concentrated, and the residue was crystallized from THF and diisopropyl ether to give the title compound (35 mg) as a white solid.
Workup
- stirringstirred under a hydrogen atmosphere (3.5 atm) for 1 hr
- stirringthe mixture was stirred under a hydrogen atmosphere (3.5 atm) for 4 hr
- stirringthe mixture was stirred under a hydrogen atmosphere for 2 hr
- filtrationThe reaction mixture was filtered
- concentrationthe filtrate was concentrated
- customthe residue was crystallized from THF and diisopropyl ether
Sources & evidence
- ORD record
- ord-00da039334464fe7a2d27742f83e77b8
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08916551B2
Reaction notes
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