Sodium hydride → HCID 67094713, compound

HRID 2112084Notes

Reaction equation

HRID 2112084 reaction equation
[NH2:1][CH2:2][CH:3]([OH:6])[CH2:4][CH3:5].[H-].[Na+].[NH2:9][C:10]1[CH:17]=[CH:16][CH:15]=[C:14](F)[C:11]=1[C:12]#[N:13]>O1CCOCC1>[NH2:9][C:10]1[CH:17]=[CH:16][CH:15]=[C:14]([O:6][CH:3]([CH2:2][NH2:1])[CH2:4][CH3:5])[C:11]=1[C:12]#[N:13]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 261071-Amino-2-butanolHCID 5226592-Amino-6-fluorobenzonitrile

Product 1

HCID 67094713HCID 67094713, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2.01 g (22 mmol) 1-amino-2-butanol are dissolved in 6.5 ml 1,4-dioxane, combined with 880 mg (7.8 mmol) sodium hydride and stirred for 30 min at ambient temperature. 2 g (14.7 mmol) of 2-amino-6-fluorobenzonitrile are added to this reaction mixture and it is stirred for 24 h at 50° C. Then the solvent is eliminated in vacuo and the crude product is purified by chromatography. The carrier used is silica gel and the eluant used is dichloromethane, to which 5% of a mixture of 90% methanol and 10% saturated aqueous ammonia solution has been added.

Workup

  1. stirringis stirred for 24 h at 50° C
  2. customthe crude product is purified by chromatography
  3. additionto which 5% of a mixture of 90% methanol and 10% saturated aqueous ammonia solution has been added

Sources & evidence

ORD record
ord-a3f409f8fe8747619989f129674887a6
Source dataset
uspto-grants-2009_04
Patent number
US07521457B2

Reaction notes

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