HCID 68871013, compound → HCID 68868411, compound

HRID 1986350Notes

Reaction equation

HRID 1986350 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:14]([N+:15]([O-])=O)=[CH:13][N:12]=[C:11]([O:18][C:19]3[CH:20]=[C:21]([NH:25][C:26](=[O:28])[CH3:27])[CH:22]=[CH:23][CH:24]=3)[CH:10]=2)=[CH:4][CH:3]=1.[H][H]>CO.[Pd]>[NH2:15][C:14]1[C:9]([NH:8][C:5]2[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=2)=[CH:10][C:11]([O:18][C:19]2[CH:20]=[C:21]([NH:25][C:26](=[O:28])[CH3:27])[CH:22]=[CH:23][CH:24]=2)=[N:12][CH:13]=1

Participants

5

Reactant 2

HCID 68871013HCID 68871013, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68868411HCID 68868411, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The product of Step 2 (2.9 g, 7.6 mmol) was hydrogenated in methanol (50 mL) in the presense of 5% Pd/C (250 mg) with a balloon of hydrogen overnight. The reaction mixture was filtered through Celite and concentrated to give the title compound (2.1 g, 79%) as a dark orange solid. MS (ES+) m/e 351 [M+H]+.

Workup

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

Sources & evidence

ORD record
ord-02e19f913afd408bb91daf75e3e36e59
Source dataset
uspto-grants-2009_06
Patent number
US07547779B2

Reaction notes

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