2-(4-Methoxy-3-nitro-benzoylamino)-indane-2-carboxylic acid methyl ester → HCID 67076603, compound

HRID 1810869Notes

Reaction equation

HRID 1810869 reaction equation
[CH3:1][O:2][C:3]([C:5]1([NH:14][C:15](=[O:27])[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([N+:24]([O-])=O)[CH:17]=2)[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6]1)=[O:4]>CO.[Pd]>[CH3:1][O:2][C:3]([C:5]1([NH:14][C:15](=[O:27])[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([NH2:24])[CH:17]=2)[CH2:6][C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:13]1)=[O:4]

Participants

4

Reactant 1

HCID 670766712-(4-Methoxy-3-nitro-benzoylamino)-indane-2-carboxylic acid methyl ester

Product 1

HCID 67076603HCID 67076603, compoundYield 96.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The compound of step 1 (0.43 g, 1.16 mmol) was dissolved in methanol (30 ml), 10% palladium on charcoal (200 mg) was added, and the flask flushed with argon. A balloon filled with hydrogen was connected, and the mixture was stirred at room temperature overnight. The balloon was removed, the flask flushed with argon, the catalyst filtered off over Celite, and the filtrate was evaporated in vacuo to give 0.38 g of the title compound.

Workup

  1. customthe flask flushed with argon
  2. additionA balloon filled with hydrogen
  3. customThe balloon was removed
  4. customthe flask flushed with argon
  5. filtrationthe catalyst filtered off over Celite
  6. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-cbd3c638b21649d895ab0176b122b534
Source dataset
uspto-grants-2013_01
Patent number
US08362073B2

Reaction notes

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