HCID 67026964, compound → HCID 58418015, compound

HRID 1908784Notes

Reaction equation

HRID 1908784 reaction equation
C[O:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([CH2:10][CH:11]([CH3:13])[CH3:12])[C:7]([O:14][CH3:15])=[N:6][CH:5]=1>Cl>[CH2:10]([C:8]1[C:7]([O:14][CH3:15])=[N:6][CH:5]=[C:4]([CH:9]=1)[C:3]([OH:16])=[O:2])[CH:11]([CH3:13])[CH3:12]

Participants

3

Reactant 1

HCID 67026964HCID 67026964, compound

Product 1

HCID 58418015HCID 58418015, compoundYield 93.9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 5-isobutyl-6-methoxy-nicotinic acid methyl ester (260 mg, 1.17 mmol) in 25% aq. HCl (10 mL) is stirred at 60° C. for 6 h. The solvent is evaporated and the residue is dried under HV to give the title compound (230 mg) as a white solid; LC-MS: tR=0.95 min; [M+1]+=210.51; 1H NMR (D6-DMSO): δ 0.86 (d, J=6.5 Hz), 1.84-1.95 (m, 1H), 2.46 (d, J=7.0 Hz, 2H), 3.95 (s, 3H), 7.93 (d, J=2.3 Hz, 1H), 8.59 (d, J=2.3 Hz, 1H).

Workup

  1. customThe solvent is evaporated
  2. customthe residue is dried under HV

Sources & evidence

ORD record
ord-15f68fe5c3884d8b9c08f1e22534e162
Source dataset
uspto-grants-2013_12
Patent number
US08598208B2

Reaction notes

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