N,N'-Dimethyl-1,3-propanediamine → HCID 11351999, compound

HRID 2217795Notes

Reaction equation

HRID 2217795 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:22])[C:8]=2[NH:12][C:13](=[O:21])[CH2:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[N:3]=1.[CH3:23][NH:24][CH2:25][CH2:26][CH2:27][NH:28][CH3:29]>>[ClH:1].[ClH:1].[Cl:22][C:7]1[C:8]([NH:12][C:13](=[O:21])[CH2:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([N:24]([CH3:23])[CH2:25][CH2:26][CH2:27][NH:28][CH3:29])[CH:11]=[CH:10]2

Participants

3

Reactant 2

HCID 66978N,N'-Dimethyl-1,3-propanediamineHCID 86012996N-(2,6-Dichloro-5-quinolinyl)-cyclohexaneacetamide

Product 1

HCID 11351999HCID 11351999, compoundYield 79.4%

Procedure

Prepared according to the method of example 2, using N-(2,6-dichloro-5-quinolinyl)-cyclohexaneacetamide (Example 1 (a)) (100 mg) and N,N′-dimethyl-1,3-propanediamine (300 mg). Further purification by HPLC (Symmetry—0.1% aqueous trifluoroacetic acid/acetonitrile) followed by conversion to its hydrochloride salt as described in example 2, afforded the title compound as a solid (56 mg).

Workup

  1. customPrepared
  2. customFurther purification by HPLC (Symmetry—0.1% aqueous trifluoroacetic acid/acetonitrile)

Sources & evidence

ORD record
ord-020f860ced6142beb365f854ad46967c
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

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