HCID 69157955, compound → HCID 87717364, compound

HRID 1057517Notes

Reaction equation

HRID 1057517 reaction equation
[N+](C1C=CC(C[O:11][C:12]([NH:14][C:15]2[CH:46]=[CH:45][C:18]3[CH:19]([CH2:40][C:41]([O:43][CH3:44])=[O:42])[CH2:20][CH2:21][N:22]([C:24](=[O:39])[NH:25][CH2:26][CH2:27][CH2:28][C:29]4[N:34]=[C:33]5[NH:35][CH2:36][CH2:37][CH2:38][C:32]5=[CH:31][CH:30]=4)[CH2:23][C:17]=3[CH:16]=2)=O)=CC=1)([O-])=O>C(O)C.[Pd]>[C:12](=[N:14][C:15]1[CH:46]=[CH:45][C:18]2[CH:19]([CH2:40][C:41]([O:43][CH3:44])=[O:42])[CH2:20][CH2:21][N:22]([C:24](=[O:39])[NH:25][CH2:26][CH2:27][CH2:28][C:29]3[N:34]=[C:33]4[NH:35][CH2:36][CH2:37][CH2:38][C:32]4=[CH:31][CH:30]=3)[CH2:23][C:17]=2[CH:16]=1)=[O:11]

Participants

4

Reactant 1

HCID 69157955HCID 69157955, compound

Product 1

HCID 87717364HCID 87717364, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a stirring solution of methyl 2-(8-{[(4-nitro phenyl)methoxy]carbonylamino}-2-[N-(3-(1,2,3,4-tetrahydropyridino[2,3-b]pyridin-7-yl)propyl) carbamoyl]-1H,3H,4H,5H-benzo[e]azepin-5-yl)acetate in ethanol (0.05 M) at room temperature was added 10% Pd/C (0.10M). After stirring 4 hr, under hydrogen, at balloon pressure, the reaction mixture was filtered through celite. The reaction solvent was removed by rotary evaporation. The residue was purified by flash chromatography (50% EtOAc/Hexane). EI-MS m/z 480 (M+H)+.

Workup

  1. filtrationthe reaction mixture was filtered through celite
  2. customThe reaction solvent was removed by rotary evaporation
  3. customThe residue was purified by flash chromatography (50% EtOAc/Hexane)

Sources & evidence

ORD record
ord-336cf459a28d4aaead6492b2fb1e0e6b
Source dataset
uspto-grants-2003_02
Patent number
US06514964B1

Reaction notes

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