Sodium Chloride → HCID 86600595, compound

HRID 746383Notes

Reaction equation

HRID 746383 reaction equation
[CH2:1]([N:5]1[C:9]2[C:10](=[O:26])[N:11]([CH2:15][C:16]3[CH:25]=[CH:24][C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]=3)[NH:12][C:13](=[O:14])[C:8]=2[N:7]=[C:6]1[Cl:27])[C:2]#[C:3][CH3:4].C(=O)([O-])[O-].[K+].[K+].Br[CH2:35][C:36]#[N:37].[Cl-].[Na+]>CN(C)C=O>[CH2:1]([N:5]1[C:9]2[C:10](=[O:26])[N:11]([CH2:15][C:16]3[CH:25]=[CH:24][C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]=3)[N:12]([CH2:35][C:36]#[N:37])[C:13](=[O:14])[C:8]=2[N:7]=[C:6]1[Cl:27])[C:2]#[C:3][CH3:4]

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 69200327HCID 69200327, compound

Product 1

HCID 86600595HCID 86600595, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

0.20 g 1-(but-2-ynyl)-2-chloro-6-(quinolin-2-ylmethyl)-5,6-dihydro-1H-imidazo[4,5-d]-pyridazine-4,7-dione and 0.25 g potassium carbonate are placed in 4 ml of dimethylformamide. Then 53 μl of bromoacetonitrile are added and the mixture is stirred for 2 h at 40° C. After the addition of aqueous saturated sodium chloride solution the mixture is extracted three times with ethyl acetate, the combined organic phases are dried over sodium sulphate, and then the solvent is removed. The residue is purified over silica gel (cyclohexane/ethyl acetate 1:1).

Workup

  1. extractionis extracted three times with ethyl acetate
  2. dry with materialthe combined organic phases are dried over sodium sulphate
  3. customthe solvent is removed
  4. customThe residue is purified over silica gel (cyclohexane/ethyl acetate 1:1)

Sources & evidence

ORD record
ord-5372f06f6e474f9fbf0181ed047b82f0
Source dataset
uspto-grants-2008_07
Patent number
US07393847B2

Reaction notes

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