Ethanolamine → HCID 23106210, compound

HRID 1294560Notes

Reaction equation

HRID 1294560 reaction equation
[CH2:1]([CH2:3][NH2:4])[OH:2].[H-].[Na+].[NH2:7][C:8]1[CH:15]=[CH:14][CH:13]=[C:12](F)[C:9]=1[C:10]#[N:11].[O:17]1CCOCC1>>[NH2:7][C:8]1[CH:15]=[CH:14][CH:13]=[C:12]([O:2][CH2:1][CH2:3][NH2:4])[C:9]=1[C:10]([NH2:11])=[O:17]

Participants

5

Reactant 4

HCID 700EthanolamineHCID 24758Sodium hydrideHCID 312751,4-DioxaneHCID 5226592-Amino-6-fluorobenzonitrile

Product 1

HCID 23106210HCID 23106210, compound

Procedure

444 μl (7.4 mmol) ethanolamine are dissolved in 4 ml 1,4-dioxane, combined with 312 mg (7.8 mmol) sodium hydride and stirred for 30 min at ambient temperature. 1 g (7.4 mmol) 2-amino-6-fluorobenzonitrile are metered into this reaction mixture and it is stirred for 6 days at ambient temperature. Then the solvent is eliminated in vacuo. The crude product is purified by column chromatography. The carrier material used is silica gel and the eluant used is dichloromethane to which 10% of a mixture of 90% methanol and 10% saturated aqueous ammonia solution have been added.

Workup

  1. stirringis stirred for 6 days at ambient temperature
  2. customThe crude product is purified by column chromatography
  3. additionhave been added

Sources & evidence

ORD record
ord-9f9e122c73124414847438578317a5e9
Source dataset
uspto-grants-2007_07
Patent number
US07241769B2

Reaction notes

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