Potassium Carbonate → Ethyl cyano-[[[2'-[[[(dimethylamino)methylene]amino]sulfonyl](1,1'-biphenyl)4-yl]methyl](1-oxopentyl)amino]acetate

HRID 260543Notes

Reaction equation

HRID 260543 reaction equation
C(=O)([O-])[O-].[K+].[K+].[C:7](Cl)(=[O:12])[CH2:8][CH2:9][CH2:10][CH3:11].[C:14]([CH:16]([NH:22][CH2:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[S:36]([N:39]=[CH:40][N:41]([CH3:43])[CH3:42])(=[O:38])=[O:37])=[CH:26][CH:25]=1)[C:17]([O:19][CH2:20][CH3:21])=[O:18])#[N:15]>CC(C)=O>[C:14]([CH:16]([N:22]([CH2:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[S:36]([N:39]=[CH:40][N:41]([CH3:42])[CH3:43])(=[O:38])=[O:37])=[CH:26][CH:25]=1)[C:7](=[O:12])[CH2:8][CH2:9][CH2:10][CH3:11])[C:17]([O:19][CH2:20][CH3:21])=[O:18])#[N:15]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 61186Valeryl chlorideHCID 54173271HCID 54173271, compound

Product 1

HCID 53759157Ethyl cyano-[[[2'-[[[(dimethylamino)methylene]amino]sulfonyl](1,1'-biphenyl)4-yl]methyl](1-oxopentyl)amino]acetate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5.53 g of potassium carbonate and 3.33 ml of valeryl chloride were added to a solution of 1 g of the product of Stage C in 200 ml of dry acetone. After stirring for 20 hours at ambient temperature, the solution was filtered and dried. Purification was carried out by chromatography with dichloromethane-ethyl acetate 85-15 to obtain 11.6 g of the expected product as a white solid with a

Workup

  1. filtrationthe solution was filtered
  2. customdried
  3. customPurification

Sources & evidence

ORD record
ord-06af633771d64b2db74903928a642b2f
Source dataset
uspto-grants-1996_06
Patent number
US05527919

Reaction notes

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