HCID 89815442, compound → HCID 80717048, compound

HRID 1487127Notes

Reaction equation

HRID 1487127 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][CH:17]=1)[C:7]([NH:9][CH:10]1[CH2:14][CH2:13][O:12][CH2:11]1)=[O:8])([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][CH:17]=1)[C:7]([NH:9][CH:10]1[CH2:14][CH2:13][O:12][CH2:11]1)=[O:8]

Participants

4

Reactant 1

HCID 89815442HCID 89815442, compound

Product 1

HCID 80717048HCID 80717048, compoundYield 85.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-Nitro-N-(tetrahydrofuran-3-yl)benzamide (0.24 g, 1.016 mmol) was taken in methanol (5 ml), added Pd—C (10%, 0.108 g) and the reaction mixture was stirred under hydrogen atmosphere for 2 hr at room temperature. After completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated under vacuum to afford the crude product, which was purified by column chromatography eluting with 0-100% ethyl acetate in hexane to obtain the title compound (180 mg).

Workup

  1. customAfter completion of the reaction
  2. filtrationthe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated under vacuum
  4. customto afford the crude product, which
  5. customwas purified by column chromatography
  6. washeluting with 0-100% ethyl acetate in hexane

Sources & evidence

ORD record
ord-f9b1a5b345b1446db7e4b3ff22c42dfa
Source dataset
uspto-grants-2016_08
Patent number
US09428499B2

Reaction notes

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