Water → HCID 71252908, compound

HRID 2411975Notes

Reaction equation

HRID 2411975 reaction equation
[CH3:1][C:2]1[C:3]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([C:17]3[CH:22]=[CH:21][C:20]([N:23]4[C:27](=[O:28])[CH2:26][NH:25][CH2:24]4)=[CH:19][CH:18]=3)=[O:16])[CH2:11][CH2:10]2)=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.C(N(CC)CC)C.[CH3:36][S:37](Cl)(=[O:39])=[O:38].O>O1CCCC1>[CH3:1][C:2]1[C:3]([N:9]2[CH2:10][CH2:11][N:12]([C:15]([C:17]3[CH:18]=[CH:19][C:20]([N:23]4[C:27](=[O:28])[CH2:26][N:25]([S:37]([CH3:36])(=[O:39])=[O:38])[CH2:24]4)=[CH:21][CH:22]=3)=[O:16])[CH2:13][CH2:14]2)=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 71252560HCID 71252560, compound

Product 1

HCID 71252908HCID 71252908, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}imidazolidin-4-one (48 mg) described in Example 635 and triethylamine (0.12 mL) was dissolved in tetrahydrofuran (1 mL), and methanesulfonyl chloride (15 μL) was added under ice-cooling. After stirring at room temperature for 8 hr, water was added to the reaction mixture, and the mixture was extracted with chloroform. The solvent was evaporated, and the residue was purified by column chromatography (ethyl acetate:hexane) to give the title compound (34 mg).

Workup

  1. temperaturecooling
  2. extractionthe mixture was extracted with chloroform
  3. customThe solvent was evaporated
  4. customthe residue was purified by column chromatography (ethyl acetate:hexane)

Sources & evidence

ORD record
ord-114428800308440da8805a6f7b58dad9
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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