Ethanol → HCID 59239814, compound

HRID 1668380Notes

Reaction equation

HRID 1668380 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([C:13]([O:15]C)=O)=[C:10]([N:17]=[CH:18][N:19]([CH3:21])C)[CH:9]=2)=[CH:4][CH:3]=1.Cl.Cl.[N:24]1([CH2:29][C:30]2[CH:35]=[CH:34][C:33]([CH2:36]CN)=[CH:32][CH:31]=2)[CH2:28][CH2:27][CH2:26][CH2:25]1.C(N(CC)C(C)C)(C)C.C(O)C>C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:12][C:11]3[C:13](=[O:15])[N:19]([CH2:21][CH2:36][C:33]4[CH:32]=[CH:31][C:30]([CH2:29][N:24]5[CH2:28][CH2:27][CH2:26][CH2:25]5)=[CH:35][CH:34]=4)[CH:18]=[N:17][C:10]=3[CH:9]=2)=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 81531DiisopropylethylamineHCID 11544322Methyl 5-(4-chlorophenyl)-3-(dimethylaminomethyleneamino)thiophene-2-carboxylateHCID 67360951HCID 67360951, compound

Product 1

HCID 59239814HCID 59239814, compoundYield 60.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of methyl 5-(4-chlorophenyl)-3-(dimethylaminomethyleneamino)thiophene-2-carboxylate (0.2 g), 2-[4-(pyrrolidin-1-ylmethyl)phenyl]ethanamine dihydrochloride (0.17 g), N,N-diisopropylethylamine (0.20 g) and ethanol (4 ml) was heated under reflux overnight. The reaction mixture was allowed to cool, ethyl acetate was added, and the precipitate was collected by filtration to give the title compound (168 mg) as a colorless powder.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux overnight
  3. temperatureto cool
  4. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-6a32c96ffcd94d94915c9c7f8c48fbc4
Source dataset
uspto-grants-2011_08
Patent number
US07989445B2

Reaction notes

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