Sodium Methoxide → 7-methoxyfuro[2,3-c]pyridin-3(2H)-one O-methyl oxime

HRID 1508215Notes

Reaction equation

HRID 1508215 reaction equation
[CH3:1][O:2][N:3]=[C:4]1[C:12]2[C:7](=[C:8](Cl)[N:9]=[CH:10][CH:11]=2)[O:6][CH2:5]1.[CH3:14][O-:15].[Na+]>CO>[CH3:1][O:2][N:3]=[C:4]1[C:12]2[C:7](=[C:8]([O:15][CH3:14])[N:9]=[CH:10][CH:11]=2)[O:6][CH2:5]1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 867219137-chlorofuro[2,3-c]pyridin-3(2H)-one O-methyl oxime

Product 1

HCID 867219157-methoxyfuro[2,3-c]pyridin-3(2H)-one O-methyl oxime

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
90 °C

Procedure

To a suspension of 7-chlorofuro[2,3-c]pyridin-3(2H)-one O-methyl oxime (1.01 mmol) (A.2.7.2) in 4 mL MeOH were added 0.56 mL of NaOMe (30% solution in MeOH). The mixture was heated to 90° C. for 12 h in a closed vessel and it was then concentrated in vacuo. Purification by CC (KP-SIL™ from Biotage) using Hept/EtOAc (9/1) gives the desired product as beige solid;

Workup

  1. concentrationit was then concentrated in vacuo
  2. customPurification by CC (KP-SIL™ from Biotage)

Sources & evidence

ORD record
ord-e35e73a04e1a4a639fa0e554c9b8552c
Source dataset
uspto-grants-2015_12
Patent number
US09221832B2

Reaction notes

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