Hydrochloric Acid → HCID 22485580, compound

HRID 2181330Notes

Reaction equation

HRID 2181330 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH3:46])[CH2:20][CH2:21][N:22]([CH3:45])[CH2:23][CH2:24][N:25]([CH3:44])[C:26]3[CH:27]=[CH:28][C:29]([C:32]4[CH:37]=[C:36]([O:38][CH3:39])[C:35]([O:40][CH3:41])=[C:34]([O:42][CH3:43])[CH:33]=4)=[N:30][CH:31]=3)=[CH:15][N:14]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[ClH:47]>C(O)C>[ClH:47].[ClH:47].[ClH:47].[CH3:39][O:38][C:36]1[CH:37]=[C:32]([C:29]2[CH:28]=[CH:27][C:26]([N:25]([CH3:44])[CH2:24][CH2:23][N:22]([CH3:45])[CH2:21][CH2:20][N:19]([CH3:46])[C:16]3[CH:17]=[CH:18][C:13]([C:5]4[CH:6]=[C:7]([O:11][CH3:12])[C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=4)=[N:14][CH:15]=3)=[CH:31][N:30]=2)[CH:33]=[C:34]([O:42][CH3:43])[C:35]=1[O:40][CH3:41]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22485581HCID 22485581, compound

Product 1

HCID 22485580HCID 22485580, compoundYield 84.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of N,N-bis[N-[2-(3,4,5-trimethoxyphenyl)-5-pyridyl]-N-methyl-2-aminoethyl]methylamine (42.0 mg, 0.059 mmol) in ethanol (10 mL) was added 1.0 M hydrochloric acid (0.30 mL, 0.30 mmol), and the reaction mixture was concentrated under reduced pressure. Ethanol (10 mL) was added to the residue, and the mixture was concentrated under reduced pressure. The residue was recrystallized from ethanol-diethyl ether to yield the title compound as a yellow crystalline powder [melting point: 187.0° C. (decomposed)](37.1 mg, yield: 75%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionEthanol (10 mL) was added to the residue
  3. concentrationthe mixture was concentrated under reduced pressure
  4. customThe residue was recrystallized from ethanol-diethyl ether

Sources & evidence

ORD record
ord-669cd6ea5242465ebc5412a34868a5d5
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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