Hydrochloric Acid → n-[6-Chloro-2-[methyl[3-(methylamino)propyl]amino]-5-quinolinyl]-4-(trifluoromethyl)-cyclohexaneacetamide, dihydrochloride

HRID 2217803Notes

Reaction equation

HRID 2217803 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:26])[C:8]=2[NH:12][C:13](=[O:25])[CH2:14][CH:15]2[CH2:20][CH2:19][CH:18]([C:21]([F:24])([F:23])[F:22])[CH2:17][CH2:16]2)[N:3]=1.[CH3:27][NH:28][CH2:29][CH2:30][CH2:31][NH:32][CH3:33].[ClH:34]>>[ClH:1].[ClH:34].[Cl:26][C:7]1[C:8]([NH:12][C:13](=[O:25])[CH2:14][CH:15]2[CH2:20][CH2:19][CH:18]([C:21]([F:24])([F:23])[F:22])[CH2:17][CH2:16]2)=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([N:28]([CH3:27])[CH2:29][CH2:30][CH2:31][NH:32][CH3:33])[CH:11]=[CH:10]2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 66978N,N'-Dimethyl-1,3-propanediamineHCID 86609736N-(2,6-Dichloro-5-quinolinyl)-4-(trifluoromethyl)-cyclohexaneacetamide

Product 1

HCID 11341758n-[6-Chloro-2-[methyl[3-(methylamino)propyl]amino]-5-quinolinyl]-4-(trifluoromethyl)-cyclohexaneacetamide, dihydrochloride

Procedure

Prepared according to the method of example 2 using N-(2,6-dichloro-5-quinolinyl)-4-(trifluoromethyl)-cyclohexaneacetamide (Example 8 (c)) (150 mg) and N,N′-dimethyl-1,3-propanediamine (450 mg). The product was converted to its hydrochloride salt by treatment with hydrochloric acid (4M in 1,4-dioxane). Recrystallisation (methanol/ethyl acetate) afforded the title compound as a solid (40 mg).

Workup

  1. customPrepared
  2. customRecrystallisation (methanol/ethyl acetate)

Sources & evidence

ORD record
ord-d4e7ade010974185a12dc6866b702b07
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

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