HCID 57589810, compound → HCID 11746502, compound

HRID 1783440Notes

Reaction equation

HRID 1783440 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][C@H:7]1[C:10](=[O:11])[NH:9][C@@H:8]1[C:12]([OH:14])=[O:13])=[N+]=[N-]>CN(C=O)C.C(O)(=O)C.[Pd]>[NH2:1][CH2:4][CH2:5][CH2:6][C@H:7]1[C:10](=[O:11])[NH:9][C@@H:8]1[C:12]([OH:14])=[O:13]

Participants

5

Reactant 1

HCID 57589810HCID 57589810, compound

Product 1

HCID 11746502HCID 11746502, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 146 (0.59 g, 1.0 eq.) in DMF (5 mL) and acetic acid (1 mL) was added 10% Pd/C (300 mg). The flask was evacuated and flushed with hydrogen. The reaction was then stirred at room temperature under an atmosphere of hydrogen for 16 hours. The reaction was then filtered through Celite and crude amine 147 was immediately used in the next step as a solution in DMF.

Workup

  1. customThe flask was evacuated
  2. customflushed with hydrogen
  3. filtrationThe reaction was then filtered through Celite and crude amine 147

Sources & evidence

ORD record
ord-0344690b80aa4470a04818be6a64300e
Source dataset
uspto-grants-2009_03
Patent number
US07501404B2

Reaction notes

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