Hydrochloric Acid → HCID 22485572, compound

HRID 2181325Notes

Reaction equation

HRID 2181325 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([N:19]3[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][CH2:27][N:28]4[CH2:33][CH2:32][N:31]([C:34]5[CH:35]=[CH:36][C:37]([C:40]6[CH:45]=[C:44]([O:46][CH3:47])[C:43]([O:48][CH3:49])=[C:42]([O:50][CH3:51])[CH:41]=6)=[N:38][CH:39]=5)[CH2:30][CH2:29]4)[CH2:21][CH2:20]3)=[CH:15][N:14]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[ClH:52]>CO.C(Cl)Cl>[ClH:52].[ClH:52].[ClH:52].[ClH:52].[CH3:51][O:50][C:42]1[CH:41]=[C:40]([C:37]2[CH:36]=[CH:35][C:34]([N:31]3[CH2:32][CH2:33][N:28]([CH2:27][CH2:26][CH2:25][N:22]4[CH2:23][CH2:24][N:19]([C:16]5[CH:17]=[CH:18][C:13]([C:5]6[CH:4]=[C:3]([O:2][CH3:1])[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=6)=[N:14][CH:15]=5)[CH2:20][CH2:21]4)[CH2:29][CH2:30]3)=[CH:39][N:38]=2)[CH:45]=[C:44]([O:46][CH3:47])[C:43]=1[O:48][CH3:49]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22485573HCID 22485573, compound

Product 1

HCID 22485572HCID 22485572, compoundYield 69.1%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

To a solution of 1,3-bis[4-[2-(3,4,5-trimethoxyphenyl)-5-pyridyl]-1-piperazinyl]propane (44.0 mg, 0.060 mmol) in methanol-methylene chloride (1:2, 3.0 mL) was added 1.0 M hydrochloric acid solution (0.30 mL, 0.30 mmol), and the reaction mixture was concentrated under reduced pressure. Ethanol (5.0 mL) was added to the residue, and the mixture was concentrated under reduced pressure. The residue was recrystallized from methanol-diethyl ether to yield the title compound as a yellow crystalline powder [melting point: 264.0° C. (decomposed)](35.0 mg, yield: 69%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionEthanol (5.0 mL) was added to the residue
  3. concentrationthe mixture was concentrated under reduced pressure
  4. customThe residue was recrystallized from methanol-diethyl ether

Sources & evidence

ORD record
ord-4f747616a22f49139fc3da3306afef0c
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

Loading…