HCID 86659591, compound → HCID 89687755, compound

HRID 451313Notes

Reaction equation

HRID 451313 reaction equation
C([O:8][N:9]1[C:15](=[O:16])[N:14]2[CH2:17][C@H:10]1[CH2:11][CH2:12][C@H:13]2[C:18]([NH:20][C:21]1[CH:35]=[CH:34][C:24]([CH2:25][NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:23][CH:22]=1)=[O:19])C1C=CC=CC=1>[Pd].CO>[C:29]([O:28][C:27](=[O:33])[NH:26][CH2:25][C:24]1[CH:23]=[CH:22][C:21]([NH:20][C:18]([C@@H:13]2[CH2:12][CH2:11][C@@H:10]3[CH2:17][N:14]2[C:15](=[O:16])[N:9]3[OH:8])=[O:19])=[CH:35][CH:34]=1)([CH3:32])([CH3:30])[CH3:31]

Participants

4

Reactant 1

HCID 86659591HCID 86659591, compound

Product 1

HCID 89687755HCID 89687755, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Palladium on carbon (7.8 mg; 10% Pd/C) was added to a solution of the product of step 1 (35 mg, 0.073 mmol) in methanol (2 mL), and the resulting mixture was stirred under hydrogen (balloon) overnight. LC-MS analysis showed the reaction was complete. The reaction mixture was filtered through a microfilter and the filtrate was concentrated under vacuum which was azeotroped from toluene to afford the title compound as a white solid.

Workup

  1. filtrationThe reaction mixture was filtered through a microfilter
  2. concentrationthe filtrate was concentrated under vacuum which
  3. customwas azeotroped from toluene

Sources & evidence

ORD record
ord-fcd74dee9b8844a0b8e195189bd00422
Source dataset
uspto-grants-2013_07
Patent number
US08487093B2

Reaction notes

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