Pyridine → HCID 58148107, compound

HRID 1913686Notes

Reaction equation

HRID 1913686 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:11])([CH3:10])[CH3:9])=[CH:4][C:3]=1[OH:12].[C:13](O)(=[O:20])[C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1.CCN=C=NCCCN(C)C.N1C=CC=CC=1>O>[C:8]([C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:13](=[O:20])[C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[C:3]([OH:12])[CH:4]=1)([CH3:9])([CH3:11])[CH3:10]

Participants

6

Reactant 4

HCID 1049PyridineHCID 5922Isonicotinic AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 152941692-Amino-5-tert-butylphenol

Product 1

HCID 58148107HCID 58148107, compoundYield 51.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 1.44 g of 2-amino-5-tert-butylphenol, 1.07 g of isonicotinic acid, 2.17 g of WSC and 15 ml of pyridine was stirred while heating at 80° C. for five hours. The reaction mixture was cooled to room temperature, and then water was poured. Precipitated solid was filtered and washed with water and diethyl ether to give 1.22 g of N-(4-tert-butyl-2-hydroxyphenyl)isonicotinamide.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customPrecipitated solid
  3. filtrationwas filtered
  4. washwashed with water and diethyl ether

Sources & evidence

ORD record
ord-f289c77654824b128aa74cfe02bfed0d
Source dataset
uspto-grants-2013_12
Patent number
US08609705B2

Reaction notes

Loading…