Dimethylamine → HCID 17848835, compound

HRID 1766004Notes

Reaction equation

HRID 1766004 reaction equation
[CH3:1][NH:2][CH3:3].[C:4]([N:7]1[C:13]2[CH:14]=[C:15]([C:18](=[O:22])[CH2:19][CH2:20]Cl)[CH:16]=[CH:17][C:12]=2[CH2:11][CH2:10][CH2:9][CH2:8]1)(=[O:6])[CH3:5]>ClCCl>[C:4]([N:7]1[C:13]2[CH:14]=[C:15]([C:18](=[O:22])[CH2:19][CH2:20][N:2]([CH3:3])[CH3:1])[CH:16]=[CH:17][C:12]=2[CH2:11][CH2:10][CH2:9][CH2:8]1)(=[O:6])[CH3:5]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 17848844HCID 17848844, compound

Product 1

HCID 17848835HCID 17848835, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

50% aqueous dimethylamine (27 ml) was added to a solution of 1-(1-acetyl-2,3,4,5-tetrahydro-1H-1-benzazepin-8-yl)-3-chloro-1-propanone (7.10 g, 25.4 mmol) obtained in Reference Example 7 in dichloromethane at room temperature, and then stirred for 4 hours. After the reaction solution was separated, the organic layer was washed with a saturated saline solution and dried over anhydrous sodium sulfate, and the solvent was distilled away under reduced pressure. The resultant residues were purified by alumina column chromatography (developing solvent; hexane:ethyl acetate=1:1) and crystallized from hexane, whereby the title compound (5.38 g) was obtained as colorless powder with a mp. of 68 to 70° C.

Workup

  1. customAfter the reaction solution was separated
  2. washthe organic layer was washed with a saturated saline solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled away under reduced pressure
  5. customThe resultant residues were purified by alumina column chromatography (developing solvent; hexane:ethyl acetate=1:1)
  6. customcrystallized from hexane, whereby the title compound (5.38 g)
  7. customwas obtained as colorless powder with a mp. of 68 to 70° C.

Sources & evidence

ORD record
ord-9503d4a9877045dc967b4dbaed46cf2d
Source dataset
uspto-grants-2007_06
Patent number
US07229986B2

Reaction notes

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