Dimethylamine → HCID 178466772, compound

HRID 333639Notes

Reaction equation

HRID 333639 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]=[N:11][C:12](=[C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:19][C:18]([CH3:27])([CH3:26])[NH:17]2)[C:13](O)=[O:14])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH3:28][NH:29][CH3:30].C1C=CC2N(O)N=NC=2C=1.C(N(CC)CC)C>CN(C=O)C.ClCCl>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]=[N:11][C:12](=[C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:19][C:18]([CH3:26])([CH3:27])[NH:17]2)[C:13]([N:29]([CH3:30])[CH3:28])=[O:14])=[CH:6][CH:5]=1)(=[O:3])[CH3:2]

Participants

7

Reactant 4

HCID 674DimethylamineHCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 178466773HCID 178466773, compound

Product 1

HCID 178466772HCID 178466772, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

(4-acetyl-phenylazo)-(3,3-dimethyl-3,4-dihydro-2H-isoquinoline-1-ylidene)-acetic acid, dimethylamine, HOBt (Advanced ChemTech Corp., USA) and triethylamine are dissolved in DMF, a dichloromethane solution of HETU (Advanced ChemTech Corp., USA) is added, and then the mixture is stirred at room temperature. The stirred and blended solvent is washed with a saturated aqueous sodium chloride solution and a 5% aqueous sodium hydrogen carbonate solution. The reaction product is dried with anhydrous sodium sulfate and filtered and, then, the solvent is removed by reducing the pressure. The residue containing the reaction product is purified by column chromatography to obtain the title compound.

Workup

  1. stirringThe stirred
  2. washis washed with a saturated aqueous sodium chloride solution
  3. dry with materialThe reaction product is dried with anhydrous sodium sulfate
  4. filtrationfiltered
  5. customthe solvent is removed
  6. additionThe residue containing the reaction product
  7. customis purified by column chromatography

Sources & evidence

ORD record
ord-3852807a328e447490573df5bb27ad05
Source dataset
uspto-grants-2014_11
Patent number
US08883504B2

Reaction notes

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