Water → HCID 68975685, compound

HRID 1453543Notes

Reaction equation

HRID 1453543 reaction equation
[CH3:1]C(C)([O-])C.[K+].[C:7]([O:11][C:12]([NH:14][C@@H:15]([CH3:41])[CH2:16][NH:17][C:18]1[N:19]([CH2:37][C:38]#[C:39][CH3:40])[C:20]2[C:25](=[O:26])[N:24]([CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[C:34]#[N:35])[N:23]=[CH:22][C:21]=2[N:36]=1)=[O:13])([CH3:10])([CH3:9])[CH3:8].CI.O>CS(C)=O>[C:7]([O:11][C:12]([NH:14][C@@H:15]([CH3:41])[CH2:16][N:17]([C:18]1[N:19]([CH2:37][C:38]#[C:39][CH3:40])[C:20]2[C:25](=[O:26])[N:24]([CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[C:34]#[N:35])[N:23]=[CH:22][C:21]=2[N:36]=1)[CH3:1])=[O:13])([CH3:10])([CH3:9])[CH3:8]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 23665647Potassium tert-butoxideHCID 68973906HCID 68973906, compound

Product 1

HCID 68975685HCID 68975685, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

0.96 g potassium-tert-butoxide are added to an ice-cooled solution of 0.39 g (S)-2-[(2-tert-butyloxycarbonylamino-propyl)amino]-3-(2-butyn-1-yl)-5-(2-cyanophenylmethyl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one in 5 ml dimethylsulphoxide. The mixture is stirred at ambient temperature, until the solution is clear. Then 53 μl methyl iodide are added, and the solution is stirred for a further 3.5 h at ambient temperature. Then water is added to the reaction solution, the precipitate formed is separated off and washed with water. The dried precipitate is purified by chromatography through silica gel (petroleum ether/ethyl acetate 1:1).

Workup

  1. stirringthe solution is stirred for a further 3.5 h at ambient temperature
  2. customthe precipitate formed
  3. customis separated off
  4. washwashed with water
  5. customThe dried precipitate is purified by chromatography through silica gel (petroleum ether/ethyl acetate 1:1)

Sources & evidence

ORD record
ord-304c0613e9aa4fa7acbf36457610cd01
Source dataset
uspto-grants-2009_01
Patent number
US07476671B2

Reaction notes

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