HCID 68873525, compound → HCID 68873939, compound

HRID 1986405Notes

Reaction equation

HRID 1986405 reaction equation
[N:1]1([CH2:7][CH2:8][NH:9][S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][C:20]3[CH:25]=[C:24]([NH:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[C:23]([N+:33]([O-])=O)=[CH:22][N:21]=3)[CH:14]=2)(=[O:12])=[O:11])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[H][H]>CO.[Pd]>[NH2:33][C:23]1[C:24]([NH:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:25][C:20]([O:19][C:15]2[CH:14]=[C:13]([S:10]([NH:9][CH2:8][CH2:7][N:1]3[CH2:2][CH2:3][O:4][CH2:5][CH2:6]3)(=[O:11])=[O:12])[CH:18]=[CH:17][CH:16]=2)=[N:21][CH:22]=1

Participants

5

Reactant 2

HCID 68873525HCID 68873525, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68873939HCID 68873939, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The product of Step 3 (3.3 g, 6.6 mmol) was hydrogenated overnight with a balloon of hydrogen gas in MeOH (50 mL) in the presence of 5% Pd/C (300 mg). The reaction mixture was filtered through Celite and concentrated to give the title compound as a dark oil which was used directly in the next step (˜3.1 g, quant.).

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-a8199c02dfa844168bb64cc857073f8f
Source dataset
uspto-grants-2009_06
Patent number
US07547779B2

Reaction notes

Loading…