2-Benzyloxy-6-sec-butylamino-isonicotinic acid methyl ester → HCID 178448813, compound

HRID 1436612Notes

Reaction equation

HRID 1436612 reaction equation
C[O:2][C:3](=[O:23])[C:4]1[CH:9]=[C:8]([NH:10][CH:11]([CH2:13][CH3:14])[CH3:12])[N:7]=[C:6]([O:15]CC2C=CC=CC=2)[CH:5]=1.[H][H]>CO.C(OCC)(=O)C.[Pd]>[CH:11]([NH:10][C:8]1[CH:9]=[C:4]([CH:5]=[C:6]([OH:15])[N:7]=1)[C:3]([OH:23])=[O:2])([CH2:13][CH3:14])[CH3:12]

Participants

6

Reactant 2

HCID 688149302-Benzyloxy-6-sec-butylamino-isonicotinic acid methyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 178448813HCID 178448813, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Treat a solution of 2-benzyloxy-6-sec-butylamino-isonicotinic acid methyl ester (340 mg, 1.036 mmol) in methanol (15 mL) and ethyl acetate (5 mL) with 10% Pd/C (150 mg). Stir the mixture under a balloon containing hydrogen gas for 2.5 h. Filter through a filtering agent, wash with ethyl acetate and concentrate to give the title compound which is used directly in the next step without further purification.

Workup

  1. filtrationFilter through a filtering agent
  2. washwash with ethyl acetate
  3. concentrationconcentrate

Sources & evidence

ORD record
ord-6cb0427045d84e24b476e93674658a63
Source dataset
uspto-grants-2009_11
Patent number
US07618978B2

Reaction notes

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