Neopentylamine → HCID 178446492, compound

HRID 1831057Notes

Reaction equation

HRID 1831057 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=1.ON1C2N=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.[CH3:33][C:34]([CH3:38])([CH3:37])[CH2:35][NH2:36].C(N(CC)C(C)C)(C)C>CN(C)C=O.C(OCC)(=O)C>[CH3:33][C:34]([CH3:38])([CH3:37])[CH2:35][NH:36][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([OH:1])=[N:3][CH:4]=1

Participants

8

Reactant 5

HCID 79882NeopentylamineHCID 81531DiisopropylethylamineHCID 181649HOAtHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 178418479HCID 178418479, compound

Product 1

HCID 178446492HCID 178446492, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 6-hydroxynicotinic acid (1.39 g, 10.0 mmol), 1-hydroxy-7-azabenztriazole (1.50 g, 11.0 mmol), and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.11 g, 11.0 mmol) in dimethylformamide (25 mL) was stirred at room temperature for 20 minutes. A solution of 2,2-dimethylpropylamine (0.96 g, 11.0 mmol) and N,N-diisopropylethylamine (1.42 g, 11.0 mmol) in a small amount of dimethylformamide was added. Stirring was continued for 0.5 hour at room temperature. Ethyl acetate was added and the reaction mixture was extracted twice with water. The solvent was evaporated in vacuo yielding the title compound, which was used without further purification.

Workup

  1. extractionthe reaction mixture was extracted twice with water
  2. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-72ae6283fc264057802daa733badc007
Source dataset
uspto-grants-2006_06
Patent number
US07067517B2

Reaction notes

Loading…