HCID 71114472, compound → HCID 71114464, compound

HRID 710106Notes

Reaction equation

HRID 710106 reaction equation
[NH2:1][C:2]1[O:3][C:4]2[CH:10]=[CH:9][C:8]([C:11]3[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH:12]=3)=[CH:7][C:5]=2[N:6]=1>CO.[Pd]>[NH2:1][C:2]1[O:3][C:4]2[CH:10]=[CH:9][C:8]([CH:11]3[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH2:12]3)=[CH:7][C:5]=2[N:6]=1

Participants

4

Reactant 1

HCID 71114472HCID 71114472, compound

Product 1

HCID 71114464HCID 71114464, compoundYield 900.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Intermediate 50 (550 mg, 0.14 mmol) dissolved in MeOH (25 ml) and added Pd/C (5%) (700 mg). This mixture was stirred under 80 Psi hydrogen pressure for 12 h in an autoclave. After completion of the reaction, reaction mixture filtered through a bed of celite and celite was washed with MeOH. MeOH was removed on rotavapour to obtain the residue. Residue was triturated with petether to obtain the titled compound (400 mg) as an off-white solid.

Workup

  1. customAfter completion of the reaction, reaction mixture
  2. filtrationfiltered through a bed of celite and celite
  3. washwas washed with MeOH
  4. customMeOH was removed on rotavapour
  5. customto obtain the residue
  6. customResidue was triturated with petether

Sources & evidence

ORD record
ord-689a92f5fd3c4b309dbd8cd0a02e13b1
Source dataset
uspto-grants-2015_11
Patent number
US09181214B2

Reaction notes

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