Hydroxide → HCID 59007054, compound

HRID 130477Notes

Reaction equation

HRID 130477 reaction equation
[CH3:1][C@H:2]1[NH:7][C@@H:6]([CH3:8])[CH2:5][N:4]([C:9]2[CH:10]=[CH:11][C:12]([O:31]CC3C=CC=CC=3)=[C:13]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][C:22]([C:25]4[O:26][C:27]([CH3:30])=[CH:28][CH:29]=4)=[CH:21][CH:20]=3)(=[O:18])=[O:17])[CH:14]=2)[CH2:3]1.[OH-]>C(O)C.CN(C)C=O>[CH3:8][C@H:6]1[NH:7][C@@H:2]([CH3:1])[CH2:3][N:4]([C:9]2[CH:10]=[CH:11][C:12]([OH:31])=[C:13]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][C:22]([C:25]4[O:26][C:27]([CH3:30])=[CH:28][CH:29]=4)=[CH:21][CH:20]=3)(=[O:18])=[O:17])[CH:14]=2)[CH2:5]1

Participants

5

Reactant 2

HCID 961HydroxideHCID 69196742HCID 69196742, compound

Product 1

HCID 59007054HCID 59007054, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of N-{5-(cis-3,5-dimethyl-1-piperazinyl)-2-[(phenylmethyl)oxy]phenyl}-4-(5-methyl-2-furanyl)benzenesulfonamide (D43) (100 mg, 0.19 mmol) in ethanol (4 ml) and N,N-dimethylformamide (2.5 ml) was treated with palladiwn hydroxide on carbon (25 mg) and the mixture stirred under an atmosphere of hydrogen for 3.75 h. The mixture was then filtered through celite, washing with ethanol and the filtrate reduced in vacuo and the residue purified by mass directed autoprep HPLC to afford the title compound. MS (ES+) m/e 442 [M+H]+.

Workup

  1. filtrationThe mixture was then filtered through celite
  2. washwashing with ethanol
  3. customthe residue purified by mass

Sources & evidence

ORD record
ord-a8519bb8b1e6467eaa8551e0b0d993c5
Source dataset
uspto-grants-2008_06
Patent number
US07381728B2

Reaction notes

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