3,3-Diphenylpropylamine → HCID 69940917, compound

HRID 1727910Notes

Reaction equation

HRID 1727910 reaction equation
[C:1]([CH2:3][CH2:4][O:5][C:6]([C:8]1[CH:9]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=2)[C:10]([C:20](O)=[O:21])=[C:11]([CH2:15][O:16][CH2:17][CH2:18][Cl:19])[NH:12][C:13]=1[CH3:14])=[O:7])#[N:2].CCN=C=NCCCN(C)C.Cl.[C:42]1([CH:48]([C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)[CH2:49][CH2:50][NH2:51])[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1>ClCCl>[C:1]([CH2:3][CH2:4][O:5][C:6]([C:8]1[CH:9]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=2)[C:10]([C:20](=[O:21])[NH:51][CH2:50][CH2:49][CH:48]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)=[C:11]([CH2:15][O:16][CH2:17][CH2:18][Cl:19])[NH:12][C:13]=1[CH3:14])=[O:7])#[N:2]

Participants

5

Reactant 3

HCID 796983,3-DiphenylpropylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 69063286HCID 69063286, compound

Product 1

HCID 69940917HCID 69940917, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

250 mg (0.560 mmol) of 2-(2-chloroethoxy) methyl-4-(3-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylic acid 5-(2-cyanoethyl) ester, 110 mg (0.570 mmol) of WSC hydrochloride and 120 mg (0.570 mmol) of 3,3-diphenylpropylamine were stirred at room temperature for 15 hours in 4 ml of dichloromethane. After evaporating dichloromethane under reduced pressure, 0.1 N hydrochloric acid was added and the reaction mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=1/1) to obtain the title compound.

Workup

  1. customAfter evaporating dichloromethane under reduced pressure, 0.1 N hydrochloric acid
  2. additionwas added
  3. extractionthe reaction mixture was extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by the silica gel chromatography (hexane/ethyl acetate=1/1)

Sources & evidence

ORD record
ord-99a006944071456f90b460e8f63f32de
Source dataset
uspto-grants-2009_02
Patent number
US07494989B2

Reaction notes

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