Sodium Acetate → HCID 117819008, compound

HRID 1481318Notes

Reaction equation

HRID 1481318 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:13]2[C:8](=[N:9][CH:10]=[CH:11][CH:12]=2)[O:7][CH:6]=1)=[O:4].CC([O-])=O.[Na+]>CO>[CH3:1][O:2][C:3]([CH:5]1[C:13]2[C:8](=[N:9][CH:10]=[CH:11][CH:12]=2)[O:7][CH2:6]1)=[O:4]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 15342357HCID 15342357, compound

Product 1

HCID 117819008HCID 117819008, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of furo[2,3-b]pyridine-3-carboxylic acid methyl ester (48 mmol) in 180 mL MeOH was added NaOAc (97 mmol). The flask was evacuated and filled three times with argon, 20% wet Pd(OH)2 on carbon (1000 mg) was added and the reaction was stirred for 20 h under a hydrogen atmosphere. It was then filtered over a 2 cm pad of celite and was washed with EtOH (50 mL) and EtOAc (50 mL). The filtrate was concentrated in vacuo to afford the desired compound as colorless oil.

Workup

  1. customThe flask was evacuated
  2. additionfilled three times with argon, 20% wet Pd(OH)2 on carbon (1000 mg)
  3. additionwas added
  4. filtrationIt was then filtered over a 2 cm pad of celite
  5. washwas washed with EtOH (50 mL) and EtOAc (50 mL)
  6. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-270fcb2a67754b46969b3592bcd37acc
Source dataset
uspto-grants-2016_08
Patent number
US09409917B2

Reaction notes

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