Hydrochloric Acid → HCID 86759723, compound

HRID 2181343Notes

Reaction equation

HRID 2181343 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:17]2[CH:22]=[CH:21][C:20]([N:23]([CH3:56])[CH2:24][CH2:25][CH2:26][N:27]([CH3:55])[CH2:28][CH2:29][CH2:30][N:31]([CH3:54])[C:32]3[CH:33]=[CH:34][C:35]([C:38]4[CH:43]=[C:42]([O:44][CH3:45])[C:41]([O:46][CH2:47][C:48]([F:51])([F:50])[F:49])=[C:40]([O:52][CH3:53])[CH:39]=4)=[N:36][CH:37]=3)=[CH:19][N:18]=2)[CH:6]=[C:7]([O:15][CH3:16])[C:8]=1[O:9][CH2:10][C:11]([F:14])([F:13])[F:12].[ClH:57]>C(O)C>[ClH:57].[ClH:57].[ClH:57].[CH3:45][O:44][C:42]1[CH:43]=[C:38]([C:35]2[CH:34]=[CH:33][C:32]([N:31]([CH3:54])[CH2:30][CH2:29][CH2:28][N:27]([CH3:55])[CH2:26][CH2:25][CH2:24][N:23]([CH3:56])[C:20]3[CH:21]=[CH:22][C:17]([C:5]4[CH:6]=[C:7]([O:15][CH3:16])[C:8]([O:9][CH2:10][C:11]([F:12])([F:14])[F:13])=[C:3]([O:2][CH3:1])[CH:4]=4)=[N:18][CH:19]=3)=[CH:37][N:36]=2)[CH:39]=[C:40]([O:52][CH3:53])[C:41]=1[O:46][CH2:47][C:48]([F:50])([F:51])[F:49]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22485475HCID 22485475, compound

Product 1

HCID 86759723HCID 86759723, compoundYield 86.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of N,N-bis[N-[2-[3,5-dimethoxy-4-(2,2,2-trifluoroethoxy)phenyl]-5-pyridyl]-N-methyl-3-aminopropyl]methylamine (3.62 g, 4.55 mmol) in ethanol (50 mL) was added concentrated hydrochloric acid (1.4 mL, 17 mmol), and the reaction mixture was concentrated under reduced pressure. Ethanol (50 mL) was added to the residue, and the mixture was concentrated under reduced pressure. Ethyl acetate (20 mL) was added to the residue, followed by concentration of the resultant mixture under reduced pressure. The residue was suspended in ethyl acetate and collected by filtration to yield the title compound as a yellow crystalline powder [melting point: 140.0° C. (decomposed)](3.55 g, yield: 86%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionEthanol (50 mL) was added to the residue
  3. concentrationthe mixture was concentrated under reduced pressure
  4. additionEthyl acetate (20 mL) was added to the residue
  5. filtrationcollected by filtration

Sources & evidence

ORD record
ord-5db81fe343cd4c26994a29dd24dff458
Source dataset
uspto-grants-2005_05
Patent number
US06890940B2

Reaction notes

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