Hydrochloric Acid → HCID 23078439, compound

HRID 229043Notes

Reaction equation

HRID 229043 reaction equation
[NH2:1][C:2]1[C:7]([CH:8]=O)=[CH:6][CH:5]=[CH:4][N:3]=1.Br[CH2:11][C:12](=O)[C:13]([CH3:16])([CH3:15])[CH3:14].[OH-:18].[Na+].Cl>>[C:13]([C:12]1[C:11]([OH:18])=[CH:8][C:7]2[C:2](=[N:3][CH:4]=[CH:5][CH:6]=2)[N:1]=1)([CH3:16])([CH3:15])[CH3:14]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21642BromopinacoloneHCID 7376333-Pyridinecarboxaldehyde, 2-amino-

Product 1

HCID 23078439HCID 23078439, compoundYield 24%

Procedure

2-Amino-pyridine-3-carbaldehyde (100 mg) and 1-bromo-3,3-dimethyl-butan-2-one (147 mg) were suspended in a 5 N aqueous sodium hydroxide solution (0.6 ml), and the suspension was hermtically sealed and, in this state, was allowed to stand for 3 days. The reaction solution was neutralized with 10% hydrochloric acid, and the resultant precipitate was then collected by filtration and was washed with water and chloroform. The powder as the residue was dried under the reduced pressure to give 2-tert-butyl-[1,8]naphthyridin-3-ol (40 mg, yield 24%).

Workup

  1. customthe suspension was hermtically sealed and, in this state
  2. filtrationthe resultant precipitate was then collected by filtration
  3. washwas washed with water and chloroform
  4. customThe powder as the residue was dried under the reduced pressure

Sources & evidence

ORD record
ord-d365dafafb324d7b9ca6cb46f1183bf5
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Reaction notes

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