Hydrochloric Acid → HCID 22485612, compound

HRID 2181332Notes

Reaction equation

HRID 2181332 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH3:50])[CH2:20][CH2:21][CH:22]([N:45]3[CH2:49][CH2:48][CH2:47][CH2:46]3)[CH2:23][CH2:24][N:25]([C:27]3[CH:28]=[CH:29][C:30]([C:33]4[CH:38]=[C:37]([O:39][CH3:40])[C:36]([O:41][CH3:42])=[C:35]([O:43][CH3:44])[CH:34]=4)=[N:31][CH:32]=3)[CH3:26])=[CH:15][N:14]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[ClH:51]>C(O)C>[ClH:51].[ClH:51].[ClH:51].[CH3:12][O:11][C:7]1[CH:6]=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH3:50])[CH2:20][CH2:21][CH:22]([N:45]3[CH2:46][CH2:47][CH2:48][CH2:49]3)[CH2:23][CH2:24][N:25]([C:27]3[CH:28]=[CH:29][C:30]([C:33]4[CH:34]=[C:35]([O:43][CH3:44])[C:36]([O:41][CH3:42])=[C:37]([O:39][CH3:40])[CH:38]=4)=[N:31][CH:32]=3)[CH3:26])=[CH:15][N:14]=2)[CH:4]=[C:3]([O:2][CH3:1])[C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22485525HCID 22485525, compound

Product 1

HCID 22485612HCID 22485612, compoundYield 79.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of N,N′-bis[2-(3,4,5-trimethoxyphenyl)-5-pyridyl]-N,N′-dimethyl-3-(1-pyrrolidinyl)-1,5-pentanediamine (49.6 mg, 0.0724 mmol) in ethanol (5.0 mL) was added 1.0 M hydrochloric acid solution (0.40 mL, 0.40 mmol), and the reaction mixture was concentrated under reduced pressure. Ethanol (10 mL) was added to the residue, and the resulting mixture was concentrated under reduced pressure to yield the title compound as a pale yellow amorphous powder (46.0 mg, yield: 71%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionEthanol (10 mL) was added to the residue
  3. concentrationthe resulting mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-888f10325578436492d0ee68b698599d
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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