HCID 22928233, compound → HCID 22016808, compound

HRID 901127Notes

Reaction equation

HRID 901127 reaction equation
O=[C:2]([CH2:29][CH2:30][CH2:31][CH3:32])[CH2:3][N:4]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH3:16])[N:6]=[C:5]1[CH2:17][NH:18]C(OCC1C=CC=CC=1)=O>CC(O)=O.[Pd]>[CH2:29]([CH:2]1[CH2:3][N:4]2[CH:8]=[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[O:15][CH3:16])[N:6]=[C:5]2[CH2:17][NH:18]1)[CH2:30][CH2:31][CH3:32]

Participants

4

Reactant 1

HCID 22928233HCID 22928233, compound

Product 1

HCID 22016808HCID 22016808, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

The product from Step 15.a. (compound xxiv, where R3, R5 and R6 are H, R5 is 2-methoxyphenyl, and R7 is n-butyl) (650 mg, 1.49 mmol) was dissolved in HOAc (25 ml) containing 10% Pd on carbon (65 mg) and the mixture was hydrogenated under 30 psi H2 for about 6 hours. The catalyst was removed by filtration through diatomaceous earth and the filtrate was concentrated under reduced pressure to yield a pale yellow oil which crystallizes on standing (430 mg, 101%).

Workup

  1. customThe catalyst was removed by filtration through diatomaceous earth
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customto yield a pale yellow oil which
  4. customcrystallizes

Sources & evidence

ORD record
ord-74c2e4f212674ff7bb7b901b52223aaa
Source dataset
uspto-grants-2008_04
Patent number
US07361656B2

Reaction notes

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