Diisopropylaniline → HCID 178439038, compound

HRID 499964Notes

Reaction equation

HRID 499964 reaction equation
[OH:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][C:5]([C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:4][C:3]=1[C:18]1[N:23]=[C:22](C=O)[CH:21]=[CH:20][CH:19]=1.[CH:26]([C:29]1[CH:35]=[CH:34][CH:33]=[C:32]([CH:36]([CH3:38])[CH3:37])[C:30]=1[NH2:31])([CH3:28])[CH3:27]>C(O)=O.CO>[OH:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][C:5]([C:14]([CH3:15])([CH3:16])[CH3:17])=[CH:4][C:3]=1[C:18]1[NH:23][C:22](=[N:31][C:30]2[C:32]([CH:36]([CH3:37])[CH3:38])=[CH:33][CH:34]=[CH:35][C:29]=2[CH:26]([CH3:28])[CH3:27])[CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 2

HCID 32484DiisopropylanilineHCID 136059567HCID 136059567, compound

Product 1

HCID 178439038HCID 178439038, compound

Reagents, catalysts & solvents 2

HCID 284Formic AcidCatalystHCID 887MethanolSolvent

Procedure

To a solution of 6-(2′-hydroxy-3′-phenyl-5′-tert-butylphenyl)-2-formyl-pyridine (12) (3.17 g, 9.17 mmol) in the minimum volume of methanol was added 2,6-diisopropylaniline (1.79 g, 10.1 mmol). After the addition of a few drops of formic acid, the solution was stirred overnight. The cloudy yellow reaction mixture was then filtered through a frit, and the solid washed with methanol (3×5 mL), giving compound 13 as a yellow solid. Yield: 2.92 g (65%).

Workup

  1. filtrationThe cloudy yellow reaction mixture was then filtered through a frit
  2. washthe solid washed with methanol (3×5 mL)

Sources & evidence

ORD record
ord-0b3bbe6401d54a4fa357bf0abdeb843d
Source dataset
uspto-grants-2010_08
Patent number
US07767773B2

Reaction notes

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