HCID 59179418, compound → HCID 59179438, compound

HRID 2389889Notes

Reaction equation

HRID 2389889 reaction equation
[O:1]1[C:9]2[CH:8]=[CH:7][N:6]=[C:5](/[CH:10]=[CH:11]/[C:12]([NH2:14])=[O:13])[C:4]=2[CH:3]=[CH:2]1>C(O)(=O)C.[C].[Pd]>[O:1]1[C:9]2[CH:8]=[CH:7][N:6]=[C:5]([CH2:10][CH2:11][C:12]([NH2:14])=[O:13])[C:4]=2[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 59179418HCID 59179418, compound

Product 1

HCID 59179438HCID 59179438, compoundYield 41.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of (2E)-3-furo[3,2-c]pyridin-4-ylacrylamide (500 mg, 2.65 mmol) in acetic acid (5 mL) was added palladium-carbon powder (10 mg), and the mixture was stirred at room temperature for 14 hr under a hydrogen atmosphere. The catalyst was filtered off, and the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate=3/97→15/85) to give the title compound (211 mg, yield 41%).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate=3/97→15/85)

Sources & evidence

ORD record
ord-76aad82031d548d8b879ddfe3f5dc9c6
Source dataset
uspto-grants-2012_09
Patent number
US08273761B2

Reaction notes

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