HCID 53904459, compound → HCID 19385735, compound

HRID 2399471Notes

Reaction equation

HRID 2399471 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][N:16]2[C:20]3=[N:21][C:22]([CH3:26])=[CH:23][C:24]([CH3:25])=[C:19]3[N:18]=[C:17]2[CH2:27][CH3:28])=[CH:11][CH:10]=1)C1C=CC=CC=1>CO.[Pd]>[CH3:26][C:22]1[N:21]=[C:20]2[N:16]([CH2:15][C:12]3[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=3)[C:17]([CH2:27][CH3:28])=[N:18][C:19]2=[C:24]([CH3:25])[CH:23]=1

Participants

4

Reactant 1

HCID 53904459HCID 53904459, compound

Product 1

HCID 19385735HCID 19385735, compoundYield 61.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1.40 g (3.77 mmol) of the product of Step D dissolved in 38 mL of methanol was placed in a Parr hydrogenation flask and 0.140 g of 10% Pd/C catalyst was added. The reaction mixture was placed in a Parr apparatus and rocked under a hydrogen atmosphere (32 psig) for 2 hours. The reaction mixture was then filtered through a plug of silica gel eluted with 20% methanol/chloroform to remove the catalyst. Evaporation of the filtrate and drying in vacuo afforded 0.650 g (61%) of the title compound.

Workup

  1. additionwas added
  2. customfor 2 hours
  3. filtrationThe reaction mixture was then filtered through a plug of silica gel
  4. washeluted with 20% methanol/chloroform
  5. customto remove the catalyst
  6. customEvaporation of the filtrate
  7. customdrying in vacuo

Sources & evidence

ORD record
ord-879ca619389a41f6a590a02734dd17b1
Source dataset
uspto-grants-1995_09
Patent number
US05449682

Reaction notes

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