Sodium hydride → HCID 86696429, compound

HRID 870724Notes

Reaction equation

HRID 870724 reaction equation
Br[CH2:2][CH2:3][CH2:4][C:5]([NH:7][C:8]1[N:12]2[N:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:11]2=[N:10][CH:9]=1)=[O:6].[H-].[Na+]>CN(C=O)C.CCOC(C)=O>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]2[N:12]([C:8]([N:7]3[CH2:2][CH2:3][CH2:4][C:5]3=[O:6])=[CH:9][N:10]=2)[N:13]=1

Participants

5

Reactant 2

HCID 24758Sodium hydrideHCID 86696428HCID 86696428, compound

Product 1

HCID 86696429HCID 86696429, compoundYield 66%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To 1.0 g of 4-bromo-N-(6-chloroimidazo[1,2-b]pyridazin-3-yl)butanamide (3.15 mmol) dissolved in 39 mL DMF was added NaH (189 mg, 4.72 mmol), and stirred at rt for 0.5 hr. Dilute with 50 mL EtOAc and separate the organic layer. Wash twice with water, once with brine and dry over MgSO4. Concentrate to obtain the product 0.49 g (66%). No purification was needed.

Workup

  1. customseparate the organic layer
  2. washWash twice with water, once with brine
  3. dry with materialdry over MgSO4
  4. concentrationConcentrate

Sources & evidence

ORD record
ord-ef82852c93bb478197d76aa645b46d71
Source dataset
uspto-grants-2015_03
Patent number
US08969565B2

Reaction notes

Loading…