HCID 57842873, compound → HCID 57842887, compound

HRID 735680Notes

Reaction equation

HRID 735680 reaction equation
[C:1]([O:5][C:6]([N:8]([C:44]([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])=[O:45])[C:9]1[C:18]2[C:13](=[CH:14][C:15]([NH:19][CH:20]([C:24]3[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][NH:32][S:33]([C:36]4[CH:41]=[CH:40][CH:39]=[C:38]([C:42]#[N:43])[CH:37]=4)(=[O:35])=[O:34])=[CH:26][CH:25]=3)[C:21]([OH:23])=[O:22])=[CH:16][CH:17]=2)[CH:12]=[CH:11][N:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[NH2:43][CH2:42][C:38]1[CH:37]=[C:36]([S:33]([NH:32][CH2:31][CH2:30][C:27]2[CH:26]=[CH:25][C:24]([CH:20]([NH:19][C:15]3[CH:14]=[C:13]4[C:18](=[CH:17][CH:16]=3)[C:9]([N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[C:44]([O:46][C:47]([CH3:50])([CH3:48])[CH3:49])=[O:45])=[N:10][CH:11]=[CH:12]4)[C:21]([OH:23])=[O:22])=[CH:29][CH:28]=2)(=[O:34])=[O:35])[CH:41]=[CH:40][CH:39]=1

Participants

4

Reactant 1

HCID 57842873HCID 57842873, compound

Product 1

HCID 57842887HCID 57842887, compoundYield 67.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 68C (160 mg) in 10 mL MeOH, was added Pd/C (50 mg). The mixture was hydrogenated at 60 psi for 60 min. The mixture was filtered, concentrated and purified by flash chromatography (0 to 15% MeOH in DCM) to give 68D (108 mg, 66%). MS (ESI) m/z 706.3(M+H)+.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. custompurified by flash chromatography (0 to 15% MeOH in DCM)

Sources & evidence

ORD record
ord-54eb1b31f3e84772870134a07b8aeff2
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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