HCID 57437967, compound → HCID 57437968, compound

HRID 1373078Notes

Reaction equation

HRID 1373078 reaction equation
[CH3:1][O:2][C:3](=[O:21])[CH2:4][N:5]([C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=1)[C:6](=[O:11])[C:7]([F:10])([F:9])[F:8].[H][H]>CO.C(Cl)Cl.[Pd]>[CH3:1][O:2][C:3](=[O:21])[CH2:4][N:5]([C:12]1[CH:13]=[CH:14][C:15]([NH2:18])=[CH:16][CH:17]=1)[C:6](=[O:11])[C:7]([F:10])([F:9])[F:8]

Participants

6

Reactant 2

HCID 57437967HCID 57437967, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57437968HCID 57437968, compoundYield 100%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

The compound from step b above (3.05 g, 10 mmol) was dissolved in a mixture of methanol (100 mL) and methylene chloride (15 mL) and hydrogenated in the presence of 10% palladium on activated carbon (700 mg) using a hydrogen balloon at room temperature overnight. The reaction mixture was filtered and the filtrate was concentrated to give the title compound (2.74 g, ˜100%) which was used direct for the next step. 1H NMR (400 MHz, CDCl3) δ: 7.13 (d, 2H), 7.63 (d, 2H), 4.36 (s, 2H), 3.78 (s, 3H), 3.65 (brs, 2H).

Workup

  1. customat room temperature
  2. customovernight
  3. filtrationThe reaction mixture was filtered
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-6012cbbd6bce47348a9c743b6d63c50f
Source dataset
uspto-grants-2007_01
Patent number
US07160902B2

Reaction notes

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