Dimethylamine → HCID 135810261, compound

HRID 1384831Notes

Reaction equation

HRID 1384831 reaction equation
[C:1](N1C=CN=C1)([N:3]1C=CN=[CH:4]1)=O.[F:13][C:14]1[CH:22]=[CH:21][C:20]2[NH:19][C:18]3[C:23](=[O:37])[N:24]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[N:25]=[C:26]([CH2:27][C:28]([OH:30])=O)[C:17]=3[C:16]=2[CH:15]=1.CNC.O>O1CCCC1>[F:13][C:14]1[CH:22]=[CH:21][C:20]2[NH:19][C:18]3[C:23](=[O:37])[N:24]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[N:25]=[C:26]([CH2:27][C:28]([N:3]([CH3:4])[CH3:1])=[O:30])[C:17]=3[C:16]=2[CH:15]=1

Participants

6

Reactant 4

HCID 674DimethylamineHCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 135810260HCID 135810260, compound

Product 1

HCID 135810261HCID 135810261, compoundYield 24.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 1.7 g (10.5 mmol) of 1,1′-carbonylbis-1H-imidazole and of 3 g (8.9 mmol) of 8-fluoro-4-oxo-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-acetic acid in 300 ml of tetrahydrofuran is stirred at 40° C. for 3 h. The mixture is cooled to room temperature, 10 ml of liquefied dimethylamine are added and the mixture is stirred for 2 h. After standing overnight, 300 ml of water are added and the precipitate is collected by filtration and recrystallized from dimethylformamide. 0.8 g (2.2 mmol) of solid is obtained.

Workup

  1. waitAfter standing overnight
  2. filtrationthe precipitate is collected by filtration
  3. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-8e7385e3c28546a7a18f4c5592910d77
Source dataset
uspto-grants-2001_07
Patent number
US06262045B1

Reaction notes

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